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Direct Synthesis of Structurally Divergent Indole Alkaloids from Simple Chemicals
Author(s) -
Shen Tao,
Zhu Bencong,
Lin Fengguirong,
Pan Jun,
Wei Jialiang,
Luo Xiao,
Liu Jianzhong,
Jiao Ning
Publication year - 2018
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.201800258
Subject(s) - chemistry , indole test , tryptamine , tryptamines , combinatorial chemistry , cycloaddition , indole alkaloid , stereochemistry , organic chemistry , catalysis , biochemistry
A direct and structurally divergent synthesis of indole alkaloids from very simple 2‐vinylanilines, alkynes and TBN via a novel substrate fragmentation/cycloaddition strategy has been developed, which provides an efficient noble‐metal‐free approach to access a library of highly valuable indole derivatives of tryptamines and tryptamine‐related oximes, lactams, and lactones, as well as β‐carbolines, spiroindolines, and hexa‐hydropyrrolo[2,3‐ b ]indoles.