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Eight‐Step Total Synthesis of Phalarine by Bioinspired Oxidative Coupling of Indole and Phenol
Author(s) -
Li Lei,
Yuan Kuo,
Jia Qianlan,
Jia Yanxing
Publication year - 2019
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201900199
Subject(s) - tryptamine , oxidative coupling of methane , indoline , indole test , phenols , total synthesis , phenol , chemistry , oxidative phosphorylation , combinatorial chemistry , coupling (piping) , organic chemistry , materials science , biochemistry , catalysis , metallurgy
We report for the first time that the benzofuro[3,2‐ b ]indoline framework could be obtained by PIDA‐mediated direct oxidative coupling of 2,3‐disubstituted‐indoles with phenols. Application of this chemistry allows for an eight‐step total synthesis of phalarine from commercially available tryptamine.