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Au-catalyzed synthesis of 2-alkylindoles from N-arylhydroxylamines and terminal alkynes.

ABSTRACT: The first gold-catalyzed addition of N-arylhydroxylamines to aliphatic terminal alkynes is developed to access O-alkenyl-N-arylhydroxylamines, which undergo facile in situ sequential 3,3-rearrangements and cyclodehydrations to afford 2-alkylindoles with regiospecificity and under exceptionally mild reaction conditions.

SUBMITTER: Wang Y

PROVIDER: S-EPMC3402563 | biostudies-literature | 2011 Jul

REPOSITORIES: biostudies-literature

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Au-catalyzed synthesis of 2-alkylindoles from N-arylhydroxylamines and terminal alkynes.

Wang Yanzhao Y Ye Longwu L Zhang Liming L

Chemical communications (Cambridge, England) 20110603 27

The first gold-catalyzed addition of N-arylhydroxylamines to aliphatic terminal alkynes is developed to access O-alkenyl-N-arylhydroxylamines, which undergo facile in situ sequential 3,3-rearrangements and cyclodehydrations to afford 2-alkylindoles with regiospecificity and under exceptionally mild reaction conditions. ...[more]

PMID: 21637891

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