Silver-Promoted Oxidative Ring Opening/Alkynylation of Cyclopropanols: Facile Synthesis of 4-Yn-1-ones

Abstract

A new silver-promoted oxidative ring opening/alkynylation of cyclopropanols with ethynylbenziodoxolones (EBX) is described. This method enables the formation of alkylated alkynes via a sequence of ring opening and alkynylation. Control experiments support a radical mechanism in this silver-promoted method.

Key words

silver - ring opening - alkynylation - cyclopropanol - alkyne

• Reference


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During our prepare for this paper, a very similar report has come out. In this paper, excess amount of AcOH was required to promote the reaction with cyclopropanols. Furthermore, the scope is limited to silyl- and phenyl-substituted alkynes, see:
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