18152-60-8

Basic information

• Product Name: 1,2,3,3A,8,8A-HEXAHYDRO-3A,8-DIMETHYL-PYRROLO[2,3-B]INDOLE
• CAS NO: 18152-60-8
• Molecular Formula: C₁₂H₁₆N₂
• Molecular Weight: 188.272
• Mol File: 18152-60-8.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,2,3,3A,8,8A-HEXAHYDRO-3A,8-DIMETHYL-PYRROLO[2,3-B]INDOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3,3A,8,8A-HEXAHYDRO-3A,8-DIMETHYL-PYRROLO[2,3-B]INDOLE(18152-60-8)
• EPA Substance Registry System: 1,2,3,3A,8,8A-HEXAHYDRO-3A,8-DIMETHYL-PYRROLO[2,3-B]INDOLE(18152-60-8)

Safety Data

• Hazardous Substances Data: 18152-60-8(Hazardous Substances Data)

Upstream product

• 24438-17-3 1,3-dimethylindolin-2-one 
• 1949-57-1 2-(2-Bromo-phenyl)-N-methyl-propionamide 
• 98192-14-4 2-bromo-N-methylbenzenesulfonamide 
• 2905-25-1 o-bromobenzenesulfonyl chloride 
• 154386-63-7 N-(2-iodophenyl)-N-methylmethacrylamide 
• 108501-85-5 N-(2-iodophenyl)-2-methylacrylamide 
• 615-43-0 2-iodophenylamine 
• 176327-11-0 (1,3-dimethyl-2-oxo-2,3-dihydro-1H-indol-3-yl)acetonitrile 
• 633337-26-5 N-[2,3-dihydro-1,3-dimethyl-3-(prop-2-enyl)-3H-indole-2-ylidene]acetamide 
• 633337-23-2 2,3-dihydro-2-imino-1,3-dimethyl-3-(prop-2-enyl)-3H-indole hydrate 
• 633337-25-4 2,3-dihydro-1,3-dimethyl-3-(prop-2-enyl)-3H-indole-2-one 
• 633337-28-7 3-(3,3-diethoxypropyl)-2,3-dihydro-1,3-dimethyl-1H-indol-2-one 
• 633337-27-6 2,3-dihydro-1,3-dimethyl-2-oxo-1H-indol-3-acetaldehyde 
• 633337-32-3 2,3-dihydro-1,3-dimethyl-2-oxo-1H-indol-3-acetaldehyde N-(4-nitrophenyl)hydrazone 

Relevant articles and documents

-

-

Cobalt-Catalyzed 1,4-Aryl Migration/Desulfonylation Cascade: Synthesis of α-Aryl Amides

A cobalt-catalyzed 1,4-aryl migration/disulfonylation cascade applied to α-bromo N-sulfonyl amides was developed. The reaction was highly chemoselective, allowing the preparation of α-aryl amides possessing a variety of functional groups. The method was used as the key step to synthesize an alkaloid, (±)-deoxyeseroline. Mechanistic investigations suggest a radical process.

Exploration of the interrupted Fischer indolization reaction

A convergent method to access the fused indoline ring system present in a multitude of bioactive molecules has been developed. The strategy involves the condensation of hydrazines with latent aldehydes to ultimately deliver indoline-containing products by way of an interrupted Fischer indolization sequence. The method is convergent, mild, operationally simple, broad in scope, and can be used to access enantioenriched products. In addition, our approach is amenable to the synthesis of furoindoline and pyrrolidinoindoline natural products as demonstrated by the concise formal total syntheses of physovenine and debromoflustramine B. The strategy will likely enable the synthesis of more complex targets such as the communesin alkaloids.

Intramolecular cyanoamidation of unsaturated cyanoformamides catalyzed by palladium: an efficient synthesis of multi-functionalized lactams

The Pd(0)-catalyzed intramolecular cyanoamidation of several unsaturated cyanoformamides with alkenyl, allenyl, and alkynyl groups was investigated. In the cases of alkynyl and 1,1-disubstituted alkenyl cyanoformamides, the Pd(0)-catalyzed C-CN activation and subsequent insertion reaction proceeded smoothly and gave the corresponding lactams bearing a cyano group at the β-position in good yields. The mechanism of the reaction was also discussed.