Tag: M.W=300-350

Kudo, Noriaki’s team published research in Angewandte Chemie, International Edition in 45 | CAS: 149108-61-2

Angewandte Chemie, International Edition published new progress about 149108-61-2. 149108-61-2 belongs to indole-building-block, auxiliary class Indole,Boronic acid and ester,Sulfamide,Benzene,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (1-tosyl-1H-Indol-3-yl)boronic acid, and the molecular formula is C15H14BNO4S, COA of Formula: C15H14BNO4S.

Kudo, Noriaki published the artcileA versatile method for Suzuki cross-coupling reactions of nitrogen heterocycles, COA of Formula: C15H14BNO4S, the publication is Angewandte Chemie, International Edition (2006), 45(8), 1282-1284, database is CAplus and MEDLINE.

A wide-ranging study of Suzuki reactions which use nitrogen-containing heterocycles was described. This method was highly versatile (a single procedure was used for all substrates, including boronate esters and trifluoroborates), compatible with a variety of unprotected functionalities (e.g., NH2– and OH-substituted substrates), and efficient even with inactivated aryl chlorides.

Angewandte Chemie, International Edition published new progress about 149108-61-2. 149108-61-2 belongs to indole-building-block, auxiliary class Indole,Boronic acid and ester,Sulfamide,Benzene,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (1-tosyl-1H-Indol-3-yl)boronic acid, and the molecular formula is C15H14BNO4S, COA of Formula: C15H14BNO4S.

Referemce:
https://www.nature.com/articles/s41429-020-0333-2,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Kudo, Noriaki’s team published research in Angewandte Chemie, International Edition in 45 | CAS: 149108-61-2

Angewandte Chemie, International Edition published new progress about 149108-61-2. 149108-61-2 belongs to indole-building-block, auxiliary class Indole,Boronic acid and ester,Sulfamide,Benzene,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (1-tosyl-1H-Indol-3-yl)boronic acid, and the molecular formula is C15H14BNO4S, COA of Formula: C15H14BNO4S.

Kudo, Noriaki published the artcileA versatile method for Suzuki cross-coupling reactions of nitrogen heterocycles, COA of Formula: C15H14BNO4S, the publication is Angewandte Chemie, International Edition (2006), 45(8), 1282-1284, database is CAplus and MEDLINE.

A wide-ranging study of Suzuki reactions which use nitrogen-containing heterocycles was described. This method was highly versatile (a single procedure was used for all substrates, including boronate esters and trifluoroborates), compatible with a variety of unprotected functionalities (e.g., NH2– and OH-substituted substrates), and efficient even with inactivated aryl chlorides.

Angewandte Chemie, International Edition published new progress about 149108-61-2. 149108-61-2 belongs to indole-building-block, auxiliary class Indole,Boronic acid and ester,Sulfamide,Benzene,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (1-tosyl-1H-Indol-3-yl)boronic acid, and the molecular formula is C15H14BNO4S, COA of Formula: C15H14BNO4S.

Referemce:
https://www.nature.com/articles/s41429-020-0333-2,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Yang, Cai-Guang’s team published research in Journal of Organic Chemistry in 67 | CAS: 149108-61-2

Journal of Organic Chemistry published new progress about 149108-61-2. 149108-61-2 belongs to indole-building-block, auxiliary class Indole,Boronic acid and ester,Sulfamide,Benzene,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (1-tosyl-1H-Indol-3-yl)boronic acid, and the molecular formula is C40H35N7O8, Formula: C15H14BNO4S.

Yang, Cai-Guang published the artcilePreparing Functional Bis(indole) Pyrazine by Stepwise Cross-coupling Reactions: An Efficient Method to Construct the Skeleton of Dragmacidin D, Formula: C15H14BNO4S, the publication is Journal of Organic Chemistry (2002), 67(26), 9392-9396, database is CAplus and MEDLINE.

A direct approach for selective construction of properly substituted bis(indole) pyrazine I, the skeleton of a marine alkaloid dragmacidin D, has been developed. The key steps involved the regioselective introduction of two indole units, using the palladium(0)-catalyzed Suzuki and the Stille cross-coupling reactions sequentially.

Journal of Organic Chemistry published new progress about 149108-61-2. 149108-61-2 belongs to indole-building-block, auxiliary class Indole,Boronic acid and ester,Sulfamide,Benzene,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (1-tosyl-1H-Indol-3-yl)boronic acid, and the molecular formula is C40H35N7O8, Formula: C15H14BNO4S.

Referemce:
https://www.nature.com/articles/s41429-020-0333-2,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Wang, Ke’s team published research in Journal of Asian Natural Products Research in 12 | CAS: 149108-61-2

Journal of Asian Natural Products Research published new progress about 149108-61-2. 149108-61-2 belongs to indole-building-block, auxiliary class Indole,Boronic acid and ester,Sulfamide,Benzene,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (1-tosyl-1H-Indol-3-yl)boronic acid, and the molecular formula is C21H24O8, Computed Properties of 149108-61-2.

Wang, Ke published the artcileSynthesis and antitumor activity of bisindolylmaleimide and amino acid ester conjugates, Computed Properties of 149108-61-2, the publication is Journal of Asian Natural Products Research (2010), 12(1), 36-42, database is CAplus and MEDLINE.

A series of novel bisindolylmaleimide and natural amino acid ester conjugates were synthesized and evaluated for their inhibitory activity against six tumor cell lines. Some compounds displayed interesting cytotoxic profiles. The most active compound 8e showed inhibitory activity against several human cancer cell lines.

Journal of Asian Natural Products Research published new progress about 149108-61-2. 149108-61-2 belongs to indole-building-block, auxiliary class Indole,Boronic acid and ester,Sulfamide,Benzene,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (1-tosyl-1H-Indol-3-yl)boronic acid, and the molecular formula is C21H24O8, Computed Properties of 149108-61-2.

Referemce:
https://www.nature.com/articles/s41429-020-0333-2,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Vantourout, Julien C.’s team published research in Journal of Organic Chemistry in 81 | CAS: 837392-67-3

Journal of Organic Chemistry published new progress about 837392-67-3. 837392-67-3 belongs to indole-building-block, auxiliary class Indoline,Boronic acid and ester,Amide,Boronate Esters,Aliphatic Heterocyclic, name is tert-Butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indoline-1-carboxylate, and the molecular formula is C9H6N2O2, SDS of cas: 837392-67-3.

Vantourout, Julien C. published the artcileChan-Evans-Lam Amination of Boronic Acid Pinacol (BPin) Esters: Overcoming the Aryl Amine Problem, SDS of cas: 837392-67-3, the publication is Journal of Organic Chemistry (2016), 81(9), 3942-3950, database is CAplus and MEDLINE.

The Chan-Evans-Lam reaction is a valuable C-N bond forming process. However, aryl boronic acid pinacol (BPin) ester reagents can be difficult coupling partners that often deliver low yields, in particular in reactions with aryl amines. Herein, we report effective reaction conditions for the Chan-Evans-Lam amination of aryl BPin with alkyl and aryl amines. A mixed MeCN/EtOH solvent system was found to enable effective C-N bond formation using aryl amines while EtOH is not required for the coupling of alkyl amines.

Journal of Organic Chemistry published new progress about 837392-67-3. 837392-67-3 belongs to indole-building-block, auxiliary class Indoline,Boronic acid and ester,Amide,Boronate Esters,Aliphatic Heterocyclic, name is tert-Butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indoline-1-carboxylate, and the molecular formula is C9H6N2O2, SDS of cas: 837392-67-3.

Referemce:
https://www.nature.com/articles/s41429-020-0333-2,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Lukashev, Nikolay V.’s team published research in Synthesis in | CAS: 149108-61-2

Synthesis published new progress about 149108-61-2. 149108-61-2 belongs to indole-building-block, auxiliary class Indole,Boronic acid and ester,Sulfamide,Benzene,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (1-tosyl-1H-Indol-3-yl)boronic acid, and the molecular formula is C15H14BNO4S, SDS of cas: 149108-61-2.

Lukashev, Nikolay V. published the artcile6-Chloro- and 6-bromo-substituted steroids in the Suzuki-Miyaura cross-coupling reaction. A convenient route to potential aromatase inhibitors, SDS of cas: 149108-61-2, the publication is Synthesis (2006), 533-539, database is CAplus.

Chlorine at an sp2-carbon in steroids was shown to be reactive in Suzuki-Miyaura cross-coupling reactions with either Ni or Pd catalysts. The coupling of analogous 6-bromo derivatives was also demonstrated to be applicable to a wider scope of substrates. The Suzuki-Miyaura arylation of 6-bromo-螖3,5-steroid enol ethers with subsequent hydrolysis is a useful route to 6-arylated steroids bearing aryl at a saturated carbon.

Synthesis published new progress about 149108-61-2. 149108-61-2 belongs to indole-building-block, auxiliary class Indole,Boronic acid and ester,Sulfamide,Benzene,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (1-tosyl-1H-Indol-3-yl)boronic acid, and the molecular formula is C15H14BNO4S, SDS of cas: 149108-61-2.

Referemce:
https://www.nature.com/articles/s41429-020-0333-2,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Krishnamoorthy, Ravi’s team published research in Journal of Organic Chemistry in 75 | CAS: 149108-61-2

Journal of Organic Chemistry published new progress about 149108-61-2. 149108-61-2 belongs to indole-building-block, auxiliary class Indole,Boronic acid and ester,Sulfamide,Benzene,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (1-tosyl-1H-Indol-3-yl)boronic acid, and the molecular formula is C15H14BNO4S, Product Details of C15H14BNO4S.

Krishnamoorthy, Ravi published the artcilePalladium-Catalyzed Preparation of Weinreb Amides from Boronic Acids and N-Methyl-N-methoxycarbamoyl Chloride, Product Details of C15H14BNO4S, the publication is Journal of Organic Chemistry (2010), 75(4), 1251-1258, database is CAplus and MEDLINE.

A simple protocol for the synthesis of Weinreb benzamides and 伪,尾-unsaturated Weinreb amides through a palladium-catalyzed cross-coupling reaction between organoboronic acids and N-methoxy-N-methylcarbamoyl chloride has been developed. The method is also applicable to the use of potassium organotrifluoroborates.

Journal of Organic Chemistry published new progress about 149108-61-2. 149108-61-2 belongs to indole-building-block, auxiliary class Indole,Boronic acid and ester,Sulfamide,Benzene,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (1-tosyl-1H-Indol-3-yl)boronic acid, and the molecular formula is C15H14BNO4S, Product Details of C15H14BNO4S.

Referemce:
https://www.nature.com/articles/s41429-020-0333-2,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Tobrman, Tomas’s team published research in European Journal of Organic Chemistry in 2016 | CAS: 149108-61-2

European Journal of Organic Chemistry published new progress about 149108-61-2. 149108-61-2 belongs to indole-building-block, auxiliary class Indole,Boronic acid and ester,Sulfamide,Benzene,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (1-tosyl-1H-Indol-3-yl)boronic acid, and the molecular formula is C10H15NO, Product Details of C15H14BNO4S.

Tobrman, Tomas published the artcileAluminum chloride promoted cross-coupling of trisubstituted enol phosphates with organozinc reagents en route to stereoselective synthesis of tamoxifen and its analogues, Product Details of C15H14BNO4S, the publication is European Journal of Organic Chemistry (2016), 2016(29), 5037-5044, database is CAplus.

In the presence of Pd(S-Phos)2Cl2 [S-Phos = (2′,6′-dimethoxy-1,1-biphenyl-2-yl)dicyclohexylphosphine], aluminum chloride acts as a promoter for the diastereoselective Negishi coupling reactions of arylzinc chlorides or tribenzylaluminum (generated in situ) with enol phosphates to yield aryl alkenes with high stereoselectivities; using dibromoalkenyl phosphates, tri- and tetraaryl alkenes were prepared stereoselectively. Using this method, tamoxifen and two analogs were prepared stereoselectively in >98:2 diastereoselectivities.

European Journal of Organic Chemistry published new progress about 149108-61-2. 149108-61-2 belongs to indole-building-block, auxiliary class Indole,Boronic acid and ester,Sulfamide,Benzene,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (1-tosyl-1H-Indol-3-yl)boronic acid, and the molecular formula is C10H15NO, Product Details of C15H14BNO4S.

Referemce:
https://www.nature.com/articles/s41429-020-0333-2,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Spangler, Jillian E.’s team published research in Journal of the American Chemical Society in 137 | CAS: 480438-51-5

Journal of the American Chemical Society published new progress about 480438-51-5. 480438-51-5 belongs to indole-building-block, auxiliary class Indole,Boronic acid and ester,Sulfamide,Benzene,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (1-(Phenylsulfonyl)-1H-indol-5-yl)boronic acid, and the molecular formula is C6H3ClFNO2, COA of Formula: C14H12BNO4S.

Spangler, Jillian E. published the artcileα-Arylation of Saturated Azacycles and N-Methylamines via Palladium(II)-Catalyzed C(sp3)-H Coupling, COA of Formula: C14H12BNO4S, the publication is Journal of the American Chemical Society (2015), 137(37), 11876-11879, database is CAplus and MEDLINE.

In the presence of Pd(O2CCF3)2, N-(thiopivaloyl) nitrogen heterocycles such as I (R = H; X = CH2, CH2CH2CH2) underwent chemoselective and regioselective arylation with arylboronic acids R1B(OH)2 (R1 = Ph, 2-MeC6H4, 3-MeC6H4, 4-MeC6H4, 3-MeOC6H4, 4-MeOC6H4, 4-AcNHC6H4, 4-F3COC6H4, 3,4-Cl2C6H3, 4-ClC6H4, 3-ClC6H4, 2-FC6H4, 4-FC6H4, 4-F3CC6H4, 4-AcC6H4, 3-AcC6H4, 5-benzofuranyl, 1-PhSO2-4-indolyl, 1-PhSO2-5-indolyl, 6-F-3-pyridinyl, 2-F-4-pyridinyl, 6-Cl-3-pyridinyl, 6-MeO-3-pyridinyl, 2-MeO-4-pyridinyl) mediated by 1,4-benzoquinone in tert-amyl alc. with KHCO3 to give monoarylated heterocycles such as (thiopivaloyl)arylpyrrolidines I (R = R1; R1 = Ph, 2-MeC6H4, 3-MeC6H4, 4-MeC6H4, 3-MeOC6H4, 4-MeOC6H4, 4-AcNHC6H4, 4-F3COC6H4, 3,4-Cl2C6H3, 4-ClC6H4, 3-ClC6H4, 2-FC6H4, 4-FC6H4, 4-F3CC6H4, 4-AcC6H4, 3-AcC6H4, 5-benzofuranyl, 1-PhSO2-4-indolyl, 1-PhSO2-5-indolyl, 6-F-3-pyridinyl, 2-F-4-pyridinyl, 6-Cl-3-pyridinyl, 6-MeO-3-pyridinyl, 2-MeO-4-pyridinyl; X = CH2) and (thiopivaloyl)phenylhexahydroazepine I (R = Ph; X = CH2CH2CH2). Unsym. trans-2,5-diaryl-1-(thiopivaloyl)pyrrolidines were prepared in >20:1 dr in one pot using this method. Tertiary N-methylthiopivalamides t-BuC(:S)N(Me)R2 (R2 = Me, n-Pr, PhCH2, PhCH2CH2, cyclohexyl, Ph, 4-FC6H4, 4-ClC6H4) underwent chemoselective and regioselective arylation with arylboronic acids (R3 = Ph, 1-PhSO2-5-indolyl, 5-benzofuranyl, 6-MeO-3-pyridinyl) under similar conditions to yield (arylmethyl)thiopivalamides t-BuC(:S)N(CH2R3)R2 (R2 = Me, n-Pr, PhCH2, PhCH2CH2, cyclohexyl, Ph, 4-FC6H4, 4-ClC6H4; R3 = Ph, 1-PhSO2-5-indolyl, 5-benzofuranyl, 6-MeO-3-pyridinyl). The structure of a trans-(fluorophenyl)(methoxyphenyl)thiopivaloylpyrrolidine was determined by X-ray crystallog.

Journal of the American Chemical Society published new progress about 480438-51-5. 480438-51-5 belongs to indole-building-block, auxiliary class Indole,Boronic acid and ester,Sulfamide,Benzene,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (1-(Phenylsulfonyl)-1H-indol-5-yl)boronic acid, and the molecular formula is C6H3ClFNO2, COA of Formula: C14H12BNO4S.

Referemce:
https://www.nature.com/articles/s41429-020-0333-2,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Neel, David A.’s team published research in Bioorganic & Medicinal Chemistry Letters in 8 | CAS: 149108-61-2

Bioorganic & Medicinal Chemistry Letters published new progress about 149108-61-2. 149108-61-2 belongs to indole-building-block, auxiliary class Indole,Boronic acid and ester,Sulfamide,Benzene,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (1-tosyl-1H-Indol-3-yl)boronic acid, and the molecular formula is C15H14BNO4S, Synthetic Route of 149108-61-2.

Neel, David A. published the artcileSynthesis of bisindolylmaleimides using a palladium catalyzed cross-coupling reaction, Synthetic Route of 149108-61-2, the publication is Bioorganic & Medicinal Chemistry Letters (1998), 8(1), 47-50, database is CAplus and MEDLINE.

Bis(indolyl)maleimides are known to be potent and selective PKC inhibitors. A new synthesis of this class of compound is reported. One of the target compounds was 3-(1H-indol-3-yl)-1-methyl-4-(1-methyl-1H-indol-3-yl)-1H-Pyrrole-2,5-dione. The key step is a Suzuki cross-coupling reaction using a readily available indolylmaleimide triflate intermediate.

Bioorganic & Medicinal Chemistry Letters published new progress about 149108-61-2. 149108-61-2 belongs to indole-building-block, auxiliary class Indole,Boronic acid and ester,Sulfamide,Benzene,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (1-tosyl-1H-Indol-3-yl)boronic acid, and the molecular formula is C15H14BNO4S, Synthetic Route of 149108-61-2.

Referemce:
https://www.nature.com/articles/s41429-020-0333-2,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles