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Exploring the Oxidative Cyclization of Substituted N ‐Aryl Enamines: Pd‐Catalyzed Formation of Indoles from Anilines
Author(s) -
Neumann Julia J.,
Rakshit Souvik,
Dröge Thomas,
Würtz Sebastian,
Glorius Frank
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.201100631
Subject(s) - oxidative phosphorylation , aryl , catalysis , chemistry , medicinal chemistry , aniline , combinatorial chemistry , organic chemistry , biochemistry , alkyl
The direct Pd‐catalyzed oxidative coupling of two CH‐bonds within N ‐aryl‐enamines 1 allows the efficient formation of differently substituted indoles 2 . In this cross‐dehydrogenative coupling, many different functional groups are tolerated and the starting material N ‐aryl‐enamines 1 can be easily prepared in one step from commercially available anilines. In addition, the whole sequence can also be run in a one‐pot fashion. Optimization data, mechanistic insight, substrate scope, and applications are reported in this full paper.