OXIDATION AND CLAISEN CONDENSATION PRODUCTS OF 3-NITRO-O-XYLENE

被引:14
作者
ASKAM, V
DEEKS, RHL
机构
[1] Welsh School of Pharmacy, University of Wales, Institute of Science and Technology, Cardiff CF1 3NU, Cathays Park
来源
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC | 1969年 / 14期
关键词
D O I
10.1039/j39690001935
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
When 3-nitro-o-xylene was oxidised with chromyl acetate, the methyl group remote from the nitro-group was attacked, yielding 2-methyl-3-nitrobenzylidene diacetate. The adjacent methyl group reacted with diethyl oxalate under the conditions of the Claisen condensation; oxidation of the product gave 2-methyl-6-nitrophenyl-acetic acid which, on reductive cyclisation, gave 4-methyloxindole.
引用
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页码:1935 / &
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