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Rhodium‐Catalyzed Cycloisomerization: Formation of Indoles, Benzofurans, and Enol Lactones
Author(s) -
Trost Barry M.,
McClory Andrew
Publication year - 2007
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.200604183
Subject(s) - cycloisomerization , rhodium , enol , nucleophile , catalysis , aniline , chemistry , dimethylformamide , organic chemistry , medicinal chemistry , solvent
Internal affairs : Indoles, benzofurans, and enol lactones are formed chemoselectively from the rhodium‐catalyzed cycloisomerization reaction of easily prepared alkynyl aniline substrates (see scheme, cod=cycloocta‐1,5‐diene, DMF= N , N ‐dimethylformamide). The reaction may proceed by nucleophilic capture of a vinylidene intermediate. Indoles are formed under mild conditions using low catalyst loadings.

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