Terminal alkyne insertion into aromatic and aliphatic C-H bonds catalyzed by RhCl(CO)[P(CH3)3]2 under irradiation

1989; Science Press; Volume: 56; Issue: 1-3 Linguagem: Inglês

10.1016/0304-5102(89)80194-4

ISSN

1873-3131

Autores

Yuko Tokunaga, Toshiyasu Sakakura, Masato Tanaka,

Tópico(s)

Oxidative Organic Chemistry Reactions

Resumo

The reaction of aromatic or aliphatic C-H bonds with terminal alkynes gives 1,1-disubstituted ethenes when photocatalyzed by RhCl(CO)[P(CH3)3]2 under mild conditions. The activation of the C-H bonds of n-hexane occurs regioselectively at the methyl group leading to the formation of 2-phenyl-1-octene in the presence of phenylacetylene. The reaction of benzene with 1-phenylpropyne under carbon monoxide affords cis- and trans-3,4-diphenyl-3-buten-2-one.

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