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Synthesis of 2-Aminoazoles from Thioesters via ?-Heterosubstituted Ketones by Copper-Mediated Cross-Coupling.


ABSTRACT: Facile synthesis of a variety of ?-heterosubstituted ketones under mild conditions was achieved by copper-mediated cross-coupling of thioesters with functionalized organostannanes. Application of this coupling methodology provided a concise pathway for the conversion of carboxylic acids to 2-aminoimidazoles, 2-aminothiazoles, and 2-aminooxazoles via thioesters in practical yields.

SUBMITTER: Kobayashi H 

PROVIDER: S-EPMC4924930 | biostudies-literature | 2015 Oct

REPOSITORIES: biostudies-literature

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Synthesis of 2-Aminoazoles from Thioesters via α-Heterosubstituted Ketones by Copper-Mediated Cross-Coupling.

Kobayashi Hiroyuki H   Eickhoff John A JA   Zakarian Armen A  

The Journal of organic chemistry 20150929 20


Facile synthesis of a variety of α-heterosubstituted ketones under mild conditions was achieved by copper-mediated cross-coupling of thioesters with functionalized organostannanes. Application of this coupling methodology provided a concise pathway for the conversion of carboxylic acids to 2-aminoimidazoles, 2-aminothiazoles, and 2-aminooxazoles via thioesters in practical yields. ...[more]

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