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One‐Pot Synthesis of Triarylmethanes via Metal‐Free Reductive Coupling of Diaryl Ketones, Tosylhydrazide, and Arylboronic Acids
Author(s) -
Shen Xu,
Gu Ningning,
Liu Ping,
Ma Xiaowei,
Xie Jianwei,
Liu Yan,
Dai Bin
Publication year - 2016
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201600330
Subject(s) - chemistry , ketone , potassium carbonate , coupling reaction , organic chemistry , functional group , combinatorial chemistry , reaction conditions , catalysis , polymer
Synthesis of triarylmethanes via metal‐free reductive coupling of diaryl ketone, tosylhydrazide, and arylboronic acids has been developed. This methodology is realized via one‐pot two‐step reactions involving the preparation of N ‐tosylhydrazones by reacting tosylhydrazide with diaryl ketone derivatives, followed by the reductive coupling with arylboronic acid in the presence of potassium carbonate to afford various triarylmethanes analogues in moderate to good yields. Importantly, the system presented here enables the use of easily accessible starting materials and a series of substrates with diverse functional group could be tolerant in this reaction. This approach could also be particularly useful for the synthesis of triaryl‐substituted carbazolyl compounds.