In Situ Generated Ag(II)-Catalyzed Selective Oxo-Esterification of Alkyne with Alcohol to α-Ketoester: Photophysical Study

An expert and easy one-step catalytic method for the multi O-C coupling of alkyne is developed for the synthesis of valuable α-ketoesters and their chiral analogues, in contrast to the generation of esters by a noncatalytic method. The in situ generated powerful Ag(II) catalyst from AgOTf is the wor...

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Bibliographic Details
Published in:Organic letters Vol. 18; no. 1; pp. 144 - 147
Main Authors: Laha, Radha M, Khamarui, Saikat, Manna, Saikat K, Maiti, Dilip K
Format: Journal Article
Language:English
Published: United States 04-01-2016
Online Access:Get full text
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Summary:An expert and easy one-step catalytic method for the multi O-C coupling of alkyne is developed for the synthesis of valuable α-ketoesters and their chiral analogues, in contrast to the generation of esters by a noncatalytic method. The in situ generated powerful Ag(II) catalyst from AgOTf is the workhorse in the oxidative grafting of alkyne with PhIO and alcohol. The radical mechanism is confirmed in our controlled experiments and UV-vis study.
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ISSN:1523-7052
DOI:10.1021/acs.orglett.5b03484