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

Yanzhao Wang; Longwu Ye; Liming Zhang

doi:10.1039/c1cc12212f

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

Yanzhao Wang, Longwu Ye, Liming Zhang

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87 Scopus citations

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.

Original language	English (US)
Pages (from-to)	7815-7817
Number of pages	3
Journal	Chemical Communications
Volume	47
Issue number	27
DOIs	https://doi.org/10.1039/c1cc12212f
State	Published - 2011
Externally published	Yes

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title = "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.",

author = "Yanzhao Wang and Longwu Ye and Liming Zhang",

year = "2011",

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language = "English (US)",

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AU - Wang, Yanzhao

AU - Ye, Longwu

AU - Zhang, Liming

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N2 - 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.

AB - 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.

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

Abstract

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