19006-14-5

Basic information

• Product Name: 2-methyl-3-(phenylmethyl)-1H-indole
• Synonyms: 2-methyl-3-(phenylmethyl)-1H-indole
• CAS NO: 19006-14-5
• Molecular Formula: C₁₆H₁₅N
• Molecular Weight: 221
• Mol File: 19006-14-5.mol
• Article Data: 38

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-methyl-3-(phenylmethyl)-1H-indole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methyl-3-(phenylmethyl)-1H-indole(19006-14-5)
• EPA Substance Registry System: 2-methyl-3-(phenylmethyl)-1H-indole(19006-14-5)

Safety Data

• Hazardous Substances Data: 19006-14-5(Hazardous Substances Data)

Upstream product

• 95-20-5 2-methyl-1H-indole 
• 100-44-7 benzyl chloride 
• 100-51-6 benzyl alcohol 
• 39259-45-5 benzylacetone phenylhydrazone 
• 5435-44-9 (E)-3-Ureido-but-2-enoic acid ethyl ester 
• 100-52-7 benzaldehyde 
• 26211-73-4 (2-methyl-1H-indol-3-yl)phenylmethanone 
• 577968-40-2 (3Z)-3-(2-nitrophenyl)-4-phenyl-3-buten-2-one 
• 923291-66-1 (Z)-phenyl N-(2-styrylphenyl)ethaneselenoimidate 
• 911303-07-6 1-methyl-1-(2-methyl-1H-3-indolyl)ethyl (4-methylphenyl)sulfone 
• 65826-91-7 1-(2-aminophenyl)-2-propanol 
• 3696-52-4 Ethyl-N-<α-(p-toluolsulfonyl)-benzyl>-carbamat 
• 4714-25-4 2-nitrostilbene 
• 13066-19-8 2-(2-phenylethenyl)benzenamine 

Downstream Products

• 103328-40-1 bis-(3-benzyl-2-methyl-indol-1-yl)-methane 
• 871875-68-2 3,3-dibenzyl-2-methyl-3H-indole 
• 52604-09-8 1,3-dibenzyl-2-methylindole 
• 19988-04-6 N-(2-(2-phenylacetyl)phenyl)acetamide 
• 1099592-61-6 (2R,3S)-2-benzyl-3-(2-methyl-1H-indol-3-yl)-3-phenylpropanal 
• 1140518-57-5 2-benzyl-3-(2-methyl-1H-indol-3-yl)-3-phenylpropanal 
• 1304141-45-4 (2R,3R)-(-)-2-methyl-3-benzylindoline 
• 79039-29-5 2-methyl-2-(phenylmethyl)-1H-indolin-3-one 
• 102559-39-7 diethyl 2-((2-methyl-1H-indol-3-yl)(phenyl)methyl)malonate 

Relevant articles and documents

Nickel-catalyzed C3-alkylation of indoles with alcohols: Via a borrowing hydrogen strategy

An efficient method for the Ni-catalyzed C3-alkylation of indoles using readily available alcohols as the alkylating reagents has been developed. The alkylation was addressed with an air and moisture-stable binuclear nickel complex ligated by tetrahydroquinolin-8-one as the effective pre-catalyst. The newly developed transformation could accommodate a broad substrate scope including primary/secondary benzylic and aliphatic alcohols and substituted indoles. Mechanistic studies suggested that the reaction proceeds through a borrowing hydrogen pathway.

Modular counter-Fischer?indole synthesis through radical-enolate coupling

A single-electron transfer mediated modular indole formation reaction from a 2-iodoaniline derivative and a ketone has been developed. This transition-metal-free reaction shows a broad substrate scope and unconventional regioselectivity trends. Moreover, important functional groups for further transformation are tolerated under the reaction conditions. Density functional theory studies reveal that the reaction proceeds by metal coordination, which converts a disfavored 5-endo-trig cyclization to an accessible 7-endo-trig process.

One-pot, three-component Fischer indolisation-N-alkylation for rapid synthesis of 1,2,3-trisubstituted indoles

A one-pot, three-component protocol for the synthesis of 1,2,3-trisubstituted indoles has been developed, based upon a Fischer indolisation-indoleN-alkylation sequence. This procedure is very rapid (total reaction time under 30 minutes), operationally straightforward, generally high yielding and draws upon readily available building blocks (aryl hydrazines, ketones, alkyl halides) to generate densely substituted indole products. We have demonstrated the utility of this process in the synthesis of 23 indoles, benzoindoles and tetrahydrocarbazoles bearing varied and useful functionality.