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A Tandem Isomerization/Prins Strategy: Iridium(III)/Brønsted Acid Cooperative Catalysis
Author(s) -
Lombardo Vince M.,
Thomas Christopher D.,
Scheidt Karl A.
Publication year - 2013
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.201306462
Subject(s) - isomerization , iridium , protonation , cationic polymerization , catalysis , tandem , chemistry , brønsted–lowry acid–base theory , combinatorial chemistry , organic chemistry , materials science , ion , composite material
Working together : A mild and efficient isomerization/protonation sequence generates pyran‐fused indoles by cooperative catalysis between cationic iridium(III) and Bi(OTf) 3 . Three distinct cyclization manifolds lead to the corresponding bioactive scaffolds in good yields. In addition, N‐substituted indoles can be synthesized enantioselectively in the presence of a chiral phosphate.