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<i>C</i>-Methylenation of anilines and indoles with CO<sub>2</sub> and hydrosilane using a pentanuclear zinc complex catalyst

Kazuto Takaishi, Hiroyasu Kosugi, Ritsuki Nishimura, Yuya Yamada, Tadashi Ema

2021Chemical Communications29 citationsDOI

Abstract

The one-step C-methylenation of anilines and indoles with CO2 and phenylsilane was catalyzed by a pentanuclear ZnII complex to give diarylmethanes via geminal C-H and C-C bond formation. It is proposed that the zinc-hydride complex generated in situ is a catalytically active species and that bis(silyl)acetal is a key intermediate. When aniline was used as a substrate, both the C-methylenation and N-methylation proceeded.

Topics & Concepts

CatalysisZincChemistryMedicinal chemistryOrganic chemistryCombinatorial chemistryNuclear chemistryCarbon dioxide utilization in catalysisAsymmetric Hydrogenation and CatalysisOrganoboron and organosilicon chemistry
<i>C</i>-Methylenation of anilines and indoles with CO<sub>2</sub> and hydrosilane using a pentanuclear zinc complex catalyst | Litcius