Gold‐Catalyzed Intramolecular Reaction of Indoles with Alkynes: Facile Formation of Eight‐Membered Rings and an Unexpected Allenylation | Zendy

Ferrer Catalina | Zendy; Echavarren Antonio M. | Zendy

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Gold‐Catalyzed Intramolecular Reaction of Indoles with Alkynes: Facile Formation of Eight‐Membered Rings and an Unexpected Allenylation

Author(s) -

Ferrer Catalina,

Echavarren Antonio M.

Publication year - 2006

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.200503484

Subject(s) - dig , catalysis , intramolecular force , cationic polymerization , fragmentation (computing) , chemistry , medicinal chemistry , stereochemistry , combinatorial chemistry , polymer chemistry , organic chemistry , computer science , computer security , operating system

Going for gold : Cationic gold( I ) complexes favor formation of six‐ and seven‐membered rings by 6‐ endo ‐dig, 6‐ exo ‐dig, and 7‐ exo ‐dig cyclizations of alkynyl indoles, whereas indoloazocines are favored with AuCl 3 as catalyst (see scheme). Allenes are also formed by a fragmentation process.

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