Tetrahedron

Photochemistry of irgasan-triflate: A simple conversion of an aromatic hydroxyl group to chlorine in the synthesis of polychlorinated diphenyl ethers and …

YS Chang, J Jang, ML Delnzer

Index: Yoon-Seok Chang; Jung-Suk Jang; Max Deinzer Tetrahedron, 1990 , vol. 46, # 12 p. 4161 - 4164

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Citation Number: 11

Abstract

Several chlorophenoxy phenols were converted to their triflates by reaction with trifluoromethanesulfonyl chloride. The trifilates undergo triplet seneltlzed photolytic cyclizations at 300 nm in acetone to give chlorodibenzofurans or singlet state substitution reactions in carbon tetrachloride saturated with chlorine gas to give the corresponding chlorine substituted diphenyl ethers. 2-Chloro-3-hydroxy dlbenzofuran was similarly ...