Photochemical substitution of olefins and aromatic compounds with difluoromethyl radicals bearing ester and phosphonate groups

Satoru Murakami, Hideki Ishii, Toshiki Tajima, Toshio Fuchigami

研究成果: Article査読

75 被引用数 (Scopus)

抄録

Efficient and selective substitution of cyclic and acyclic vinyl ethers with photo-generated difluoromethyl radicals bearing ester and phosphonate groups, in the presence of 2,4,6-trimethylpyridine and diphenyl diselenide was successfully carried out to provide the corresponding regioselective unsaturated difluoromethylene adducts selectively. The reaction involves phenylselenyl transfer at an early stage followed by elimination of phenylselenol from the adducts once formed to provide the unsaturated difluoromethylene adducts selectively. This novel photochemical method was successfully extended to aromatic and heteroaromatic substitutions to provide the corresponding α-aryl-α,α-difluoroacetates and α-aryl-α,α- difluoromethylphosphonates in good to moderate yields.

本文言語English
ページ(範囲)3761-3769
ページ数9
ジャーナルTetrahedron
62
15
DOI
出版ステータスPublished - 2006 4月 10
外部発表はい

ASJC Scopus subject areas

  • 生化学
  • 創薬
  • 有機化学

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