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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.