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Synthesis of Pyrido[2,3‐ b ]indole Derivatives via Rhodium‐Catalyzed Cyclization of Indoles and 1‐Sulfonyl‐1,2,3‐triazoles
Author(s) -
Duan Shengguo,
An Yuehui,
Xue Bing,
Chen Yidian,
Zhang Wan,
Xu ZeFeng,
Li ChuanYing
Publication year - 2020
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201901599
Subject(s) - chemistry , indole test , synthon , trifluoromethanesulfonate , derivatization , sulfonyl , cycloaddition , catalysis , steric effects , combinatorial chemistry , rhodium , reaction conditions , medicinal chemistry , organic chemistry , alkyl , high performance liquid chromatography
Acyloxy‐substituted α,β‐unsaturated imines generated in situ from triazoles can act as aza‐[4 C] synthons and be trapped by indoles in a stepwise [4 + 2] cycloaddition reaction, thus providing rapid access to valuable pyrido[2,3‐ b ]indoles in high yields. Attractive features of this reaction system include operational simplicity, readily available substrates, construction of sterically demanding quaternary centers, and convenient derivatization using triflate.