Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Oxidation of Pyrroles with Benzoyl Peroxide : Synthesis of Mono- and Dihydroxypyrrole O-Benzoates and Oxidative Cleavage of Pyrrole-2-methanols
相浦 真人金岡 祐一
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1975 年 23 巻 11 号 p. 2835-2841

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抄録
Benzoyl peroxide converts pyrroles into 2-hydroxy-and 2, 5-dihydroxy O-benzoates. The mono-and di-O-benzoates of N-substituted pyrroles were prepared by this convenient one-step procedure. The mechanism was discussed in terms of both homolytic and heterolytic factors, and general aspects of homolytic substitution of the pyrrole ring were also discussed in comparison with other five-membered heterocycles. On treatment with benzoyl peroxide N-substituted pyrrole-2-methanols undergo novel C-C cleavage to give the O-benzoates.
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© The Pharmaceutical Society of Japan
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