Category: 100123-25-9

Wang, Cong-Shuai published the artcileDesign of C3-Alkenyl-Substituted 2-Indolylmethanols for Catalytic Asymmetric Interrupted Nazarov-Type Cyclization, HPLC of Formula: 100123-25-9, the publication is Advanced Synthesis & Catalysis (2018), 360(5), 846-851, database is CAplus.

The C3-alkenyl-substituted 2-indolylmethanols were designed as a new class of substrates for catalytic asym. interrupted Nazarov-type cyclizations. In the presence of a chiral phosphoric acid as a mild chiral Bronsted acid, the interrupted Nazarov-type cyclization of C3-alkenyl-substituted 2-indolylmethanols I (R¹ = Ph, 4-ClC₆H₄, 2-FC₆H₄, etc.; R² = Ph, 3-FC₆H₄, 3-MeC₆H₄; R³ = H, Cl, Br, MeO) with nucleophiles R⁴H (R⁴ = 3-indolyl, 2-hydroxy-1-naphthyl, etc.) occurred smoothly to construct cyclopenta[b]indole frameworks II with generally excellent diastereo- and enantioselectivities (up to >95:5 dr, >99% ee).

Advanced Synthesis & Catalysis published new progress about 100123-25-9. 100123-25-9 belongs to indole-building-block, auxiliary class Indole,Bromide,Ester,Aldehyde, name is Ethyl 5-bromo-3-formyl-1H-indole-2-carboxylate, and the molecular formula is C6H5F4NO3S, HPLC of Formula: 100123-25-9.

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

Hiremath, Shivayogi P. published the artcileSynthesis of 11H-1,2,4-triazolo[4,3-b]pyridazino[4,5-b]indoles, Name: Ethyl 5-bromo-3-formyl-1H-indole-2-carboxylate, the publication is Indian Journal of Heterocyclic Chemistry (1994), 3(3), 145-8, database is CAplus.

4-Oxo-5H-pyridazino[4,5-b]indoles, obtained from the corresponding 3-formylindole-2-carboxylates, were subjected to chlorination to obtain the corresponding 4-chloro-5H-pyridazino[4,5-b]indoles which on reaction with hydrazine hydrate in the presence of K₂CO₃ give 4-hydrazino-5H-pyridazino[4,5-b]indole. The latter were treated with acetic acid/benzoyl chloride to yield the desired title compounds I (R = Me, OMe, Br, OEt, Cl; R¹ = Me, Ph). These compounds were screened for their antimicrobial activity.

Indian Journal of Heterocyclic Chemistry published new progress about 100123-25-9. 100123-25-9 belongs to indole-building-block, auxiliary class Indole,Bromide,Ester,Aldehyde, name is Ethyl 5-bromo-3-formyl-1H-indole-2-carboxylate, and the molecular formula is C12H10BrNO3, Name: Ethyl 5-bromo-3-formyl-1H-indole-2-carboxylate.

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

Hickman, Zachary L. published the artcileA concise synthesis of 3-hydroxyindole-2-carboxylates by a modified Baeyer-Villiger oxidation, Category: indole-building-block, the publication is Tetrahedron Letters (2000), 41(43), 8217-8220, database is CAplus.

Indole-2-carboxylates are converted in good yields to 3-hydroxyindole-2-carboxylates by use of a Vilsmeier-Haack/Baeyer-Villiger reaction sequence. A systematic examination of the various indole substituents revealed this route to be general in scope.

Tetrahedron Letters published new progress about 100123-25-9. 100123-25-9 belongs to indole-building-block, auxiliary class Indole,Bromide,Ester,Aldehyde, name is Ethyl 5-bromo-3-formyl-1H-indole-2-carboxylate, and the molecular formula is C12H10BrNO3, Category: indole-building-block.

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

Hickman, Zachary L. published the artcileA concise synthesis of 3-hydroxyindole-2-carboxylates by a modified Baeyer-Villiger oxidation, Category: indole-building-block, the publication is Tetrahedron Letters (2000), 41(43), 8217-8220, database is CAplus.

Indole-2-carboxylates are converted in good yields to 3-hydroxyindole-2-carboxylates by use of a Vilsmeier-Haack/Baeyer-Villiger reaction sequence. A systematic examination of the various indole substituents revealed this route to be general in scope.

Tetrahedron Letters published new progress about 100123-25-9. 100123-25-9 belongs to indole-building-block, auxiliary class Indole,Bromide,Ester,Aldehyde, name is Ethyl 5-bromo-3-formyl-1H-indole-2-carboxylate, and the molecular formula is C12H10BrNO3, Category: indole-building-block.

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

Cavallini, G. published the artcileSome indole derivatives presumably of biological interest. II. Synthesis of 5-bromo-3-indolaldehyde, Recommanded Product: Ethyl 5-bromo-3-formyl-1H-indole-2-carboxylate, the publication is Farmaco, Edizione Scientifica (1958), 113-16, database is CAplus.

Et pyruvate p-bromophenylhydrazone (I), m. 148-50°, was prepared in 90% yield. Heating slowly with stirring 10 g. I and 20 g. polyphosphoric acid until no heat was more developed, adding at 60° 50 cc. H₂O, filtering, washing, and drying gave 7 g. Et 5-bromo-2-indolcarboxylate (II), m. 164-5°. Refluxing II in KOH-80% EtOH and acidifying gave 90% of the free acid (III) m. 279-80° (after sublimation). Mixing 4 g. III with 0.8 g. Cu chromite, suspending in 20 cc. quinoline, and refluxing 2 hrs., pouring into H₂O acidified with HCl, extracting with Et₂O, washing, drying, and evaporating gave 2 g. 5-bromoindole, m. 85-6° (cyclohexane). Stirring 3.1 g. N-methylformanilide and 3.5 g. POCl₃ for 15 min., adding 15 g. C₂H₄Cl₂ and 5.4 g. II, refluxing 1 hr., pouring into 15 g. NaOAc in 30 cc. H₂O at 0°, decanting the H₂O, adding petr. ether, centrifuging, and drying gave 4 g. crude 5-bromo-2-carbethoxy-3-indolealdehyde (IV), m. 245° (EtOH); p-nitrophenylhydrazone, m. 360°. Adding to 0.68 g. KOH in 50 cc. 80% EtOH 2.4 g. IV refluxing 30 min., adding 0.85 g. PhNH₂, diluting the hot solution with 50 cc. H₂O, cooling to 0°, and acidifying with HCl gave 2.4 g. 5-bromo-3-(phenyliminomethyl)-2-indole-carboxylic acid (VII), m. 253°. Adding to a stirred mixture of 2 g. N-methylformanilide and 2.3 g. POCl₃ 10 g. C₂H₄Cl₂, cooling to 0°, adding dropwise 2 g. 5-bromoindole in 5 cc. C₂H₄Cl₂, avoiding a rise in temperature beyond 10°, refluxing 30 min., pouring the cooled mixture into 10 g. NaOAc in 20 cc. H₂O, removing the C₂H₄Cl₂ by steam distillation, diluting the solution to 300 cc., heating to boiling, filtering, and cooling gave 0.3 g. 5-bromo-3-indolealdehyde, m. 205° (H₂O); p-nitrophenylhydrazone, m. 273° (decomposition). The same compound is prepared in 200 mg. yield by heating to reflux 2 g. VII and 20 g. Me₂NPh until the liberation of CO₂ ceases, adding 100 cc. H₂O, distilling with steam to remove the Me₂NPh, diluting to 200 cc. with H₂O, and filtering.

Farmaco, Edizione Scientifica published new progress about 100123-25-9. 100123-25-9 belongs to indole-building-block, auxiliary class Indole,Bromide,Ester,Aldehyde, name is Ethyl 5-bromo-3-formyl-1H-indole-2-carboxylate, and the molecular formula is C12H10BrNO3, Recommanded Product: Ethyl 5-bromo-3-formyl-1H-indole-2-carboxylate.

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