CuI-catalyzed cycloisomerization of propargyl amides

Ali Alhalib; Wesley J Moran

doi:10.1039/c3ob42030b

CuI-catalyzed cycloisomerization of propargyl amides

Ali Alhalib, Wesley J Moran

Research output: Contribution to journal › Article › peer-review

32 Citations (Scopus)

Abstract

The synthesis of substituted dihydrooxazoles by the CuI-catalyzed cycloisomerization of terminal propargyl amides is reported. The reaction has been shown to have good substrate scope and experiments to delineate the mechanism have been performed. Substrates containing a benzylic methylene were oxidized to the ketone under the reaction conditions.

Original language	English
Pages (from-to)	795-800
Number of pages	6
Journal	Organic and Biomolecular Chemistry
Volume	12
Issue number	5
Early online date	2 Dec 2013
DOIs	https://doi.org/10.1039/c3ob42030b
Publication status	Published - 7 Feb 2014

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abstract = "The synthesis of substituted dihydrooxazoles by the CuI-catalyzed cycloisomerization of terminal propargyl amides is reported. The reaction has been shown to have good substrate scope and experiments to delineate the mechanism have been performed. Substrates containing a benzylic methylene were oxidized to the ketone under the reaction conditions.",

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AU - Moran, Wesley J

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N2 - The synthesis of substituted dihydrooxazoles by the CuI-catalyzed cycloisomerization of terminal propargyl amides is reported. The reaction has been shown to have good substrate scope and experiments to delineate the mechanism have been performed. Substrates containing a benzylic methylene were oxidized to the ketone under the reaction conditions.

AB - The synthesis of substituted dihydrooxazoles by the CuI-catalyzed cycloisomerization of terminal propargyl amides is reported. The reaction has been shown to have good substrate scope and experiments to delineate the mechanism have been performed. Substrates containing a benzylic methylene were oxidized to the ketone under the reaction conditions.

KW - 1-Propanol

KW - Amides

KW - Catalysis

KW - Copper

KW - Cyclization

KW - Iodides

KW - Isomerism

KW - Journal Article

KW - Research Support, Non-U.S. Gov't

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JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

SN - 1477-0520

IS - 5

ER -

CuI-catalyzed cycloisomerization of propargyl amides

Abstract

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