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Metal‐Free Regioselective β‐Alkylation of Pyrroles with Carbonyl Compounds and Hydrosilanes: Use of a Brønsted Acid as a Catalyst
Author(s) -
Nomiyama Shota,
Tsuchimoto Teruhisa
Publication year - 2014
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201400497
Subject(s) - chemistry , alkylation , regioselectivity , catalysis , brønsted–lowry acid–base theory , indium , metal , organic chemistry , medicinal chemistry
A Brønsted acid, trifluoromethanesulfonimide [HN(SO 2 CF 3 ) 2 ], was found to catalyze reductive β‐alkylation of pyrroles with carbonyl compounds and hydrosilanes. This metal‐free process features lower catalyst loadings compared to the original indium variant and exclusive generation of β‐alkylpyrroles.