Facile synthesis and photo-Fries rearrangement of 2-benzoyl-4-benzoyloxyphenol leading to dibenzoyldihydroxybenzene derivatives

被引：10

作者：

Park, KK ^{[1
]}

Lee, HJ ^{[1
]}

Kim, EH ^{[1
]}

Kang, SK ^{[1
]}

机构：

[1] Chungnam Natl Univ, Dept Chem, Taejon 305764, South Korea

来源：

JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY | 2003年 / 159卷 / 01期

关键词：

photo-fries rearrangement; 2-benzoyl-4-benzoyloxyphenol; dibenzoyldihydroxybenzene;

D O I：

10.1016/S1010-6030(03)00113-8

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

We prepared 2-benzoyl-4-benzoyloxyphenol 1 in 93% yield by reacting 1,4-dimethoxybenzene with benzoyl chloride in the presence of aluminium chloride. Irradiation of 1 with 254 mercury lamps provided 2,5-dibenzoyl-1,4-dihydroxybenzene 4,2,3-dibenzoyl-1,4-dihydroxybenzene 5, and 2-benzoyl-1,4-dihydroxybenzene 6 with 19, 48, and 17% yields, respectively. The structure of the compound 4 was confirmed by single crystal X-ray analysis. Photo-Fries reaction of 1,4-dibenzoyloxybenzene 7 was also re-examined. The reported mp and H-1 NMR data of 1 and 4 were corrected. (C) 2003 Elsevier Science B.V. All rights reserved.

引用

页码：17 / 21

页数：5

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