Halogens halt aromatic group migration in Baeyer-Villiger oxidation
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作者:
Adejare, A
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Idaho State Univ, Coll Pharm, Dept Pharmaceut Sci, Pocatello, ID 83209 USAIdaho State Univ, Coll Pharm, Dept Pharmaceut Sci, Pocatello, ID 83209 USA
Adejare, A
[1
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Shen, J
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机构:Idaho State Univ, Coll Pharm, Dept Pharmaceut Sci, Pocatello, ID 83209 USA
Shen, J
Ogunbadeniyi, AM
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机构:Idaho State Univ, Coll Pharm, Dept Pharmaceut Sci, Pocatello, ID 83209 USA
Ogunbadeniyi, AM
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[1] Idaho State Univ, Coll Pharm, Dept Pharmaceut Sci, Pocatello, ID 83209 USA
[2] Univ Missouri, Sch Pharm, Div Pharmaceut Sci, Kansas City, MO 64110 USA
Oxidation of a dihalogenated benzaldehyde under Baeyer-Villiger conditions led to the aromatic carboxylic acid as opposed to the desired phenol. Fluorine was located at the para-position of the benzaldehyde, halting migration of the aryl group and thus resulting in the carboxylic acid product. (C) 2000 Elsevier Science S.A. All rights reserved.