Tetrahedron Letters

Synthesis of benzophenones from geminal biaryl ethenes using m-chloroperbenzoic acid

FV Singh, HMS Milagre, MN Eberlin, HA Stefani

Index: Singh, Fateh V.; Milagre, Humberto M.S.; Eberlin, Marcos N.; Stefani, Helio A. Tetrahedron Letters, 2009 , vol. 50, # 20 p. 2312 - 2316

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Citation Number: 19

Abstract

When we encountered the need to convert 1,1-diarylethenes into benzophenones, we initially used NaIO 4 as an oxidant in the presence of ruthenium oxide, 29 but no reaction was observed. Although m-chloroperbenzoic acid (m-CPBA) is a well-known reagent for epoxidation, few reports exist in the literature in which m-CPBA promotes oxidative cleavage of specific endocyclic C C bonds into diketones. 30 and 31 We found no reports of the ...