Category: 20870-77-3

Li, Honghe; Yan, Xiaoqiang; Zhang, Jitan; Guo, Weicong; Jiang, Jijun; Wang, Jun published the artcile< Enantioselective Synthesis of C-N Axially Chiral N-Aryloxindoles by Asymmetric Rhodium-Catalyzed Dual C-H Activation>, Product Details of C8H6ClNO, the main research area is arylnaphthyl oxindole atropisomer enantioselective preparation; rhodium catalyst enantioselective activation cycloaddition aryl alkyne aryloxindole; C−H activation; alkynes; axial chirality; heterocycles; rhodium.

In the presence of a diindolocyclononane-fused cyclopentadiene rhodium complex and AgNTf2, N-aryloxindoles such as I underwent enantioselective Satoh-Miura-type cycloaddition reactions with diaryl alkynes such as diphenylacetylene to yield atropisomeric tetraarylnaphthyl oxindoles such as II in up to 99% yield and in 8-99% ee (all but one product in >60% ee).

Angewandte Chemie, International Edition published new progress about Atropisomers. 20870-77-3 belongs to class indole-building-block, and the molecular formula is C8H6ClNO, Product Details of C8H6ClNO.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Yuan, Wei-Cheng; Zuo, Jian; Yuan, Shu-Pei; Zhao, Jian-Qiang; Wang, Zhen-Hua; You, Yong published the artcile< Ring expansion and ring opening of 3-halooxindoles with N-alkoxycarbonyl-O-tosylhydroxylamines for divergent access to 4-aminoquinolin-2-ones and N-Cbz-N'-arylureas>, SDS of cas: 20870-77-3, the main research area is benzyl oxo aryl dihydroquinolinyl carbamate preparation green chem; benzylidene oxo dihydroquinazoline carboxylate benzyl preparation green chem; benzyloxycarbonyl aryl acetyl phenyl urea preparation green chem; halooxindole alkoxycarbonyl tosylhydroxylamine ring expansion opening.

A divergent method for ring expansion and ring opening of 3-halooxindoles I (X = Cl, Br; R = H, 5-Me, 4-Cl, 5-Br; R1 = H, 3-methylphenyl, ethoxycarbonyl, naphthalen-1-yl, furan-2-yl, etc.) has been developed. Under mild base-mediated conditions, 3-halooxindoles I generate indolones II in situ, which then react smoothly with N-alkoxycarbonyl-O-tosylhydroxylamines R2NH-OTs (R2 = Cbz, Boc) to give 4-aminoquinolin-2-ones III (R3 = H, 6-Me, 5-Cl, 6-Br) and N-Cbz-N’-arylureas IV and V (R4 = H, 4-Me, 4-Br) in good to excellent yields via ring expansion and opening pathways, resp. This protocol is characterized by easy availability of substrates, user-friendly reaction conditions, broad functional group tolerance, and a simple operation procedure.

Organic Chemistry Frontiers published new progress about Benzylidene compounds Role: SPN (Synthetic Preparation), PREP (Preparation). 20870-77-3 belongs to class indole-building-block, and the molecular formula is C8H6ClNO, SDS of cas: 20870-77-3.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Tang, Pan; Wei, You-Yuan; Wen, Long; Ma, Hao-Jie; Yang, Yi; Jiang, Yan published the artcile< MgI2-Catalyzed Nucleophilic Ring-Opening Reactions of Donor-Acceptor Cyclopropanes with Indoline-2-thiones>, COA of Formula: C8H6ClNO, the main research area is gamma indolylthio butyric acid preparation chemoselective magnesium iodide; donor acceptor cyclopropane indoline thione nucleophilic ring opening.

MgI2-catalyzed nucleophilic ring-opening reactions of donor-acceptor cyclopropanes with indoline-2-thiones as easy-to-handle sulfur nucleophiles were investigated. A series of functionalized γ-indolylthio butyric acid derivatives were synthesized in good to excellent yields under mild reaction conditions. Furthermore, the thioether functionalized ring-opening products could be transformed to sulfone and methionine analogs.

Journal of Organic Chemistry published new progress about Chemoselectivity. 20870-77-3 belongs to class indole-building-block, and the molecular formula is C8H6ClNO, COA of Formula: C8H6ClNO.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Tan, Zhi-Yu; Wu, Ke-Xin; Huang, Lu-Shan; Wu, Run-Shi; Du, Zheng-Yu; Xu, Da-Zhen published the artcile< Iron-catalyzed cross-dehydrogenative coupling of indolin-2-ones with active methylenes for direct carbon-carbon double bond formation>, Electric Literature of 20870-77-3, the main research area is indolinone active methylene iron cross dehydrogenative coupling green; alkene preparation.

The iron-catalyzed cross-dehydrogenative coupling (CDC) of C(sp3)-H/C(sp3)-H bonds to afford olefins by 4H elimination is described. This method employs air (mol. oxygen) as an ideal oxidant, and is performed under mild, ligand-free and base-free conditions. H2O is the only byproduct. Good tolerance of functional groups and high yields have also been achieved. Preliminary mechanistic investigations suggest that the present transformation involves a radical process.

Green Chemistry published new progress about Active methylene compounds Role: RCT (Reactant), RACT (Reactant or Reagent). 20870-77-3 belongs to class indole-building-block, and the molecular formula is C8H6ClNO, Electric Literature of 20870-77-3.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Gopalaiah, Kovuru; Tiwari, Ankit published the artcile< Synthesis of (E)-3-Alkylideneindolin-2-ones by an Iron-Catalyzed Aerobic Oxidative Condensation of Csp3-H Bonds of Oxindoles and Benzylamines>, Safety of 4-Chloroindolin-2-one, the main research area is alkylideneindolinone preparation iron catalyst oxidative condensation oxindole benzylamine.

A novel synthetic route for the construction of (E)-3-alkylideneindolin-2-ones through iron-catalyzed aerobic oxidative condensation of oxindoles with benzylamines was developed. This oxidative reaction involves a sequence of C-H activation, amine self-condensation, nucleophilic addition, and C-C double bond formation. The synthetic importance of this protocol was demonstrated by preparing tyrosine kinase inhibitors, anticonvulsant and antitumor agents, and other valuable 3-alkylideneindolin-2-one derivatives Key intermediates were isolated and a plausible mechanistic pathway for the reaction is discussed.

European Journal of Organic Chemistry published new progress about Aralkyl amines Role: RCT (Reactant), RACT (Reactant or Reagent). 20870-77-3 belongs to class indole-building-block, and the molecular formula is C8H6ClNO, Safety of 4-Chloroindolin-2-one.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Lai, Yi-Huan; Wu, Run-Shi; Huang, Jie; Huang, Jun-Yu; Xu, Da-Zhen published the artcile< Iron-Catalyzed Oxidative Coupling of Indoline-2-ones with Aminobenzamides via Dual C-H Functionalization>, Quality Control of 20870-77-3, the main research area is oxindole aminobenzamide iron catalyst oxidative coupling reaction; spioroindolinequinazoline dione preparation.

We describe an unprecedented dual C-H functionalization of indolin-2-one via an oxidative C(sp3)-H/N-H/X-H (X = N, C, S) cross-coupling protocol, which was catalyzed by a simple iron salt under mild and ligand-free conditions and employs air (mol. oxygen) as the terminal oxidant. This method was readily applicable for the construction of tetrasubstituted carbon centers from methylenes and provides a wide variety of spiro N-heterocyclic oxindoles.

Organic Letters published new progress about Amino amides Role: RCT (Reactant), RACT (Reactant or Reagent). 20870-77-3 belongs to class indole-building-block, and the molecular formula is C8H6ClNO, Quality Control of 20870-77-3.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Luo, Na; Sun, Zhen-Wei; Xu, Xing-Xin; Hu, Xiao-Qiang; Jia, Feng-Cheng published the artcile< A transition-metal-free, base-promoted annulation/ring-cleavage/ring-reconstruction cascade reaction: a facile access to N-protection free indole-indenones>, Application In Synthesis of 20870-77-3, the main research area is indole indenone preparation; arylglyoxal oxindole annulation ring cleavage construction cascade.

A one-step, transition-metal-free, base-promoted cascade reaction of 2-halogenated arylglyoxals with 2-oxindoles is reported herein, which provides a straightforward approach to structurally diverse N-protection free indole-indenones in satisfactory yields. Control experiments indicated that the geminal bisindolin-2-one intermediate played a crucial role in the downstream annulation/ring-cleavage/ring-reconstruction reaction sequence. This novel reaction not only further enriches the reactivity of indolin-2-ones as the recursive enolate anion source, but also achieves thermal-induced α-arylation of oxindoles without a transition-metal catalyst.

Organic Chemistry Frontiers published new progress about Cyclization. 20870-77-3 belongs to class indole-building-block, and the molecular formula is C8H6ClNO, Application In Synthesis of 20870-77-3.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Huang, Lu-Shan; Han, Dong-Yang; Xu, Da-Zhen published the artcile< Iron-Catalyzed Cross-Dehydrogenative Coupling of Oxindoles with Thiols/Selenols for Direct C(sp3)-S/Se Bond Formation>, Product Details of C8H6ClNO, the main research area is oxindole thiol selenol iron catalyst cross dehydrogenative coupling green.

The C-X (S/Se) bonds are common and ubiquitous in natural products and pharmaceuticals. Here, we report an iron-catalyzed cross-dehydrogenative coupling (CDC) reaction for the direct synthesis of C(sp3)-X (S/Se) bonds from oxindoles, phenylacetamides, pyrazolones, phenylacetonitriles and Et cyanoacetate with thiols and selenols. All the reactions were performed under simple and mild conditions, and air (mol. oxygen) was employed as an ideal green oxidant, thus promising broad application in chem. industry and modification of bioactive mols.

Advanced Synthesis & Catalysis published new progress about Bond formation (C-Se). 20870-77-3 belongs to class indole-building-block, and the molecular formula is C8H6ClNO, Product Details of C8H6ClNO.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Lai, Yi-Huan; Wu, Run-Shi; Huang, Jie; Huang, Jun-Yu; Xu, Da-Zhen published the artcile< Iron-Catalyzed Oxidative Coupling of Indoline-2-ones with Aminobenzamides via Dual C-H Functionalization>, COA of Formula: C8H6ClNO, the main research area is oxindole aminobenzamide iron catalyst oxidative coupling reaction; spioroindolinequinazoline dione preparation.

We describe an unprecedented dual C-H functionalization of indolin-2-one via an oxidative C(sp3)-H/N-H/X-H (X = N, C, S) cross-coupling protocol, which was catalyzed by a simple iron salt under mild and ligand-free conditions and employs air (mol. oxygen) as the terminal oxidant. This method was readily applicable for the construction of tetrasubstituted carbon centers from methylenes and provides a wide variety of spiro N-heterocyclic oxindoles.

Organic Letters published new progress about Amino amides Role: RCT (Reactant), RACT (Reactant or Reagent). 20870-77-3 belongs to class indole-building-block, and the molecular formula is C8H6ClNO, COA of Formula: C8H6ClNO.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Luo, Na; Sun, Zhen-Wei; Xu, Xing-Xin; Hu, Xiao-Qiang; Jia, Feng-Cheng published the artcile< A transition-metal-free, base-promoted annulation/ring-cleavage/ring-reconstruction cascade reaction: a facile access to N-protection free indole-indenones>, Name: 4-Chloroindolin-2-one, the main research area is indole indenone preparation; arylglyoxal oxindole annulation ring cleavage construction cascade.

A one-step, transition-metal-free, base-promoted cascade reaction of 2-halogenated arylglyoxals with 2-oxindoles is reported herein, which provides a straightforward approach to structurally diverse N-protection free indole-indenones in satisfactory yields. Control experiments indicated that the geminal bisindolin-2-one intermediate played a crucial role in the downstream annulation/ring-cleavage/ring-reconstruction reaction sequence. This novel reaction not only further enriches the reactivity of indolin-2-ones as the recursive enolate anion source, but also achieves thermal-induced α-arylation of oxindoles without a transition-metal catalyst.

Organic Chemistry Frontiers published new progress about Cyclization. 20870-77-3 belongs to class indole-building-block, and the molecular formula is C8H6ClNO, Name: 4-Chloroindolin-2-one.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles