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Skeletal Formation of Carbocycles with CO2: Selective Synthesis of Indolo[3,2-b]carbazoles or Cyclophanes from Indoles, CO2, and Phenylsilane

Authors :
Li, Sha
Nakahara, Shoko
Adachi, Taishin
Murata, Takumi
Takaishi, Kazuto
Ema, Tadashi
Source :
Journal of the American Chemical Society; June 2024, Vol. 146 Issue: 22 p14935-14941, 7p
Publication Year :
2024

Abstract

The catalytic reactions of indoles with CO2and phenylsilane afforded indolo[3,2-b]carbazoles, where the fused benzene ring was constructed by forming two C–H bonds and four C–C bonds with two CO2molecules via deoxygenative conversions. Nine-membered cyclophanes made up of three indoles and three CO2molecules were also obtained, where the cyclophane framework was constructed by forming six C–H bonds and six C–C bonds. These multicomponent cascade reactions giving completely different carbocycles were switched simply by choosing the solvent, acetonitrile or ethyl acetate.

Details

Language :
English
ISSN :
00027863 and 15205126
Volume :
146
Issue :
22
Database :
Supplemental Index
Journal :
Journal of the American Chemical Society
Publication Type :
Periodical
Accession number :
ejs66323239
Full Text :
https://doi.org/10.1021/jacs.4c04097