42774-02-7

Upstream product

• 132304-71-3 1,3-Dimethyl-3-phenyl-1,3-dihydro-indole-2-thione 
• 10482-83-4 o-(1-phenylvinyl)-N,N-dimethylaniline 
• 698-00-0 2-bromo-N,N-dimethylaniline 
• 98-86-2 acetophenone 
• 10482-82-3 N,N-dimethyl-o-amino-(1-phenyl-1-methyl)benzyl alcohol 

Relevant academic research and scientific papers

Asymmetric Cycloisomerization of o-Alkenyl-N-Methylanilines to Indolines by Iridium-Catalyzed C(sp3)?H Addition to Carbon–Carbon Double Bonds

Highly enantioselective cycloisomerization of N-methylanilines, bearing o-alkenyl groups, into indolines is established. An iridium catalyst bearing a bidentate chiral diphosphine effectively promotes the intramolecular addition of the C(sp3)?H bond across a carbon–carbon double bond in a highly enantioselective fashion. The reaction gives indolines bearing a quaternary stereogenic carbon center at the 3-position. The reaction mechanism involves rate-determining oxidative addition of the N-methyl C?H bond, followed by intramolecular carboiridation and subsequent reductive elimination.

154. Reduction of Indolin-2-ones and Desulfurization of Indoline-2-thiones to Indoline and Indole Derivatives

Reduction of indolin-2-ones with lithium aluminium hydride (LAH) or diisobutylaluminium hydride (DIBAL) and desulfurization of indoline-2-thiones with Raney-Ni were investigated.Treatment of indolin-2-ones 1 with LAH or DIBAL yielded indoles 4 and/or indolines 3 in moderate-to-high yields depending on the substituents at N and C(3) of 1.Indoline-2-thiones 2 were desulfurized with Raney-Ni tigive indoles 4 and/or indolines 3.