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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
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201900199
Subject(s) - tryptamine , oxidative coupling of methane , indole test , indoline , phenols , chemistry , phenol , total synthesis , biomimetic synthesis , oxidative phosphorylation , combinatorial chemistry , organic chemistry , biochemistry , catalysis
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.