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Organocatalytic Enantioselective Aza‐Michael Addition of Arylamines to 7‐Methide‐7 H ‐Indoles
Author(s) -
Li Fushuai,
Yang Zhihong,
Yang Yanyan,
Huang Qiuhong,
Chen Xuling,
Li Pengfei,
Dong Mingxin,
Li Wenjun
Publication year - 2021
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.202100039
Subject(s) - enantioselective synthesis , chemistry , stereocenter , conjugate , michael reaction , catalysis , organocatalysis , adduct , methylene , yield (engineering) , organic chemistry , phosphorus , carbon fibers , indole test , medicinal chemistry , mathematical analysis , materials science , mathematics , metallurgy , composite number , composite material
Abstract A chiral phosphorus acid catalyzed enantioselective 1,4‐conjugate addition of arylamines to in situ formed 7‐methylene‐7H‐indoles from 7‐indolylmethanols has been developed for the first time. Without additives, the catalytic protocol enabled the formation of 1,4‐adducts with a nitrogen‐containing tertiary carbon stereocenter in 66–96% yield with 70–89% ee under mild conditions.