Regio- and stereoselective iodoacyloxylations of alkynes

Daniel Priebbenow, Robert W Gable, Jonathan Bayldon Baell

Research output: Contribution to journalArticleResearchpeer-review

17 Citations (Scopus)

Abstract

A new method for the regioselective and stereoselective iodoacyloxylation of alkynes has been developed. This protocol utilizes a combination of an iodobenzene dicarboxylate and iodine to functionalize a series of activated and unactivated alkynes in an entirely selective and predictable fashion. The resultant iodo-enol esters were subsequently coupled with boronic acids to afford tetrasubstituted alkene derivatives, which could be further converted to the corresponding 1,1-disubstituted acetophenone.
Original languageEnglish
Pages (from-to)4412 - 4418
Number of pages7
JournalThe Journal of Organic Chemistry
Volume80
Issue number9
DOIs
Publication statusPublished - 2015

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