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Use of benzynes for the synthesis of heterocycles

Organic & Biomolecular Chemistry · 2012 · Vol. 11(2) · pp. 191–218
Anton V. DubrovskiyNataliya A. MarkinaRichard C. Larock

Abstract

About two decades after Kobayashi's discovery in 1983 of a very mild way of generating highly reactive aryne intermediates, the synthetic community embraced o-(trimethylsilyl)aryl triflates as convenient and versatile aryne precursors for the synthesis of carbocycles and heterocycles, as well as natural products and pharmaceutically promising drug candidates. This review provides a comprehensive overview of the construction of heterocycles using Kobayashi's silylaryl triflate aryne precursors. It is organized according to the type of heterocycle generated.

Cyclization and Aryne ChemistryCatalytic Alkyne ReactionsChemical synthesis and alkaloidsAryneChemistryTrifluoromethanesulfonateTrimethylsilylArylCombinatorial chemistryOrganic chemistryCatalysisAlkyl
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