Efficient ortho-Oxidation of Phenols with Diacyl Peroxides

Masahiro Tada; Risa Ishiguro; Ryohei Izumi

doi:10.1248/cpb.56.239

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Efficient ortho-Oxidation of Phenols with Diacyl Peroxides

Masahiro Tada, Risa Ishiguro, Ryohei Izumi

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Keywords: ortho-oxidation, phenol, stable diacyl peroxide, m-chlorobenzoyl peroxide, chloroacetyl m-chlorobenzoyl peroxide, chloroacetic acid

JOURNAL FREE ACCESS

2008 Volume 56 Issue 3 Pages 239-242

DOI https://doi.org/10.1248/cpb.56.239

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Abstract

A stable symmetric diacyl peroxide, m-chlorobenzoyl peroxide (mCBPO), and an asymmetric diacyl peroxide, chloroacetyl m-chlorobenzoyl peroxide (CAMCBPO), were synthesized from m-chloroperbenzoic acid. Both peroxides oxidized phenols selectively at the ortho position predoninantly. CAMCBPO gave para-oxidized compounds as minor products from some phenols. The improvement of the yield of ortho-oxidation of phenols with mCBPO was also reported.

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