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

70 引用 (Scopus)

抜粋

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.

元の言語English
ページ(範囲)3761-3769
ページ数9
ジャーナルTetrahedron
62
発行部数15
DOI
出版物ステータスPublished - 2006 4 10
外部発表Yes

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

フィンガープリント Photochemical substitution of olefins and aromatic compounds with difluoromethyl radicals bearing ester and phosphonate groups' の研究トピックを掘り下げます。これらはともに一意のフィンガープリントを構成します。

  • これを引用