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Redox Chain Reaction—Indole and Pyrrole Alkylation with Unactivated Secondary Alcohols
Author(s) -
Han Xinping,
Wu Jimmy
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.201209810
Subject(s) - indole test , chemistry , carbocation , alkylation , redox , pyrrole , functional group , brønsted–lowry acid–base theory , reaction mechanism , side chain , organic chemistry , catalysis , polymer
Secondary role : Indole and pyrrole derivatives are alkylated with unactivated secondary aliphatic alcohols by a Brønsted acid‐catalyzed redox chain reaction mechanism. Broad functional‐group tolerance has been demonstrated and preliminary studies suggest that 1,4‐reduction of a putative indolyl carbocation is the dominant mechanistic pathway.