Rh(iii)-Catalyzed dual C–H functionalization of 3-(1H-indol-3-yl)-3-oxopropanenitriles with sulfoxonium ylides or diazo compounds toward polysubstituted carbazoles. Issue 45 (9th November 2018)

• Record Type: Journal Article
• Authors: Xiao, Yan; Xiong, Hao; Sun, Song; Yu, Jintao; Cheng, Jiang
• Is Part Of: Organic & biomolecular chemistry. Volume 16:Issue 45(2018)
• Page Start: 8715
• Page End: 8718
• Publication Date: 2018-11-09
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c8ob02145g
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : A rhodium-catalyzed annulation of 3-(1 H -indol-3-yl)-3-oxopropanenitriles with sulfoxonium ylides or diazo compounds has been developed, leading to a series of polysubstituted carbazoles in moderate to good yields. Abstract : A rhodium-catalyzed annulation of 3-(1 H -indol-3-yl)-3-oxopropanenitriles with sulfoxonium ylides or diazo compounds has been developed, leading to a series of polysubstituted carbazoles in moderate to good yields. This procedure proceeded with formal Rh(iii )-catalyzed (4 + 2) cycloaddition, with the functionalization of 2-C–H bonds of indole in a step-economical procedure. Additionally, this reaction could also be conducted under acidic conditions when diazo compounds were employed as the reaction partners, which was a complement to the annulation of sulfoxonium ylides under weak basic conditions.