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SYNTHESES AND NMR BEHAVIOR OF CALIX[4]QUINONE AND CALIX[4]HYDROQUINONE

被引：155
作者：
MORITA, Y
AGAWA, T
NOMURA, E
TANIGUCHI, H
机构：
[1] IND TECHNOL CTR WAKAYAMA PREFECTURE,60 OGURA,WAKAYAMA 64962,JAPAN
[2] WAKAYAMA NATL COLL TECHNOL,DEPT IND CHEM,GOBO,WAKAYAMA 644,JAPAN
来源：
JOURNAL OF ORGANIC CHEMISTRY | 1992年 / 57卷 / 13期
关键词：
D O I：
10.1021/jo00039a027
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Calix[4]quinone (7) and calix[4]hydroquinone (6) have been synthesis using three different synthetic pathways. The first pathway to 7 from calix[4]arene (1) consists of six steps: acetylation, Fries rearrangement, Baeyer-Villiger oxidation after acetylation, hydrolysis, and oxidation. The second pathway to 7 from 1 consists of four steps: acetylation, Fries rearrangement, reaction of the product obtained by Fries rearrangement with sodium azide, and oxidation. The third pathway to 7 from 1 is most convenient and consists of three steps: diazo coupling reaction, reduction, and oxidation. The NMR behavior of 6 and 7 is described.
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页码：3658 / 3662
页数：5
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