Rhodium‐Catalyzed Cycloisomerization: Formation of Indoles, Benzofurans, and Enol Lactones | Zendy

Trost Barry M. | Zendy; McClory Andrew | Zendy

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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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