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Synfacts 2006(10): 1050-1050  
DOI: 10.1055/s-2006-949304
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Ni-Catalyzed Hydrosilylation of Alkynes

Contributor(s): Paul Knochel, Andrei Gavryushin
M. R. Chaulagain, G. M. Mahandru, J. Montgomery*
University of Michigan, Ann Arbor, USA
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Publication History

Publication Date:
21 September 2006 (online)

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Significance

Vinyl silanes are useful intermediates in organic synthesis due to their versatile reactivity in electrophilic substitutions or cross-couplings. The direct regioselective conversion of acetylenes into vinyl silanes is the simplest way of their preparation. The authors reported herein a highly practical method for this transformation, using N-heterocyclic carbenes and Ni(0) as the catalytic system. In many cases, high regioselectivities were achieved. The reaction proceeds within few minutes at room temperature, which makes the process very convenient.