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Lewis Acid‐Promoted Synthesis of Unsymmetrical and Highly Functionalized Carbazoles and Dibenzofurans from Biaryl Triazenes: Application for the Total Synthesis of Clausine C, Clausine R, and Clauraila A
Author(s) -
Yang Weijun,
Zhou Jun,
Wang Binjie,
Ren Hongjun
Publication year - 2011
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201102802
Subject(s) - regioselectivity , lewis acids and bases , carbazole , chemistry , annulation , nucleophilic substitution , total synthesis , nucleophile , organic chemistry , combinatorial chemistry , stereochemistry , catalysis
A natural approach : A Lewis acid‐promoted nucleophilic aromatic substitution approach to the regioselective synthesis of highly substituted carbazoles and dibenzofurans has been developed. The annulation process is applied to the total synthesis of carbazole alkaloids clausine C, clausine R, and clauraila A (see scheme).