Empowering a transition-metal-free coupling between alkyne and alkyl iodide with light in water

Wenbo Liu, Lu Li and Chao-Jun Li ()
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Wenbo Liu: FRQNT Center for Green Chemistry and Catalysis, McGill University
Lu Li: FRQNT Center for Green Chemistry and Catalysis, McGill University
Chao-Jun Li: FRQNT Center for Green Chemistry and Catalysis, McGill University

Nature Communications, 2015, vol. 6, issue 1, 1-6

Abstract: Abstract Methods to assemble alkynes are essential for synthesizing fine chemicals, pharmaceuticals and polymeric photo-/electronic materials. Using light as a clean energy form and water as a green solvent has the potential to make synthetic chemistry more environmentally friendly. Here we present a transition-metal-free coupling protocol between aryl alkyne and alkyl iodide enabled by photoenergy in water. Under ultraviolet irradiation and in basic aqueous media, aryl alkynes efficiently couple with a wide range of alkyl iodides including primary, secondary and tertiary ones under mild conditions. A tentative mechanism for the coupling is also proposed.

Date: 2015
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Persistent link: https://EconPapers.repec.org/RePEc:nat:natcom:v:6:y:2015:i:1:d:10.1038_ncomms7526

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DOI: 10.1038/ncomms7526

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