An easy and efficient method for the synthesis of 2,2-dialkyl-3-nitrochromene

被引:56
作者
Yan, MC [1 ]
Jang, YJ [1 ]
Yao, CF [1 ]
机构
[1] Natl Taiwan Normal Univ, Dept Chem, Taipei 116, Taiwan
关键词
D O I
10.1016/S0040-4039(01)00284-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reactions of salicylaldehyde 1, 1,4-diazabicyclo[2.2.2]octane (DABCO), with beta -nitrostyrenes 2, 4, 12, 14. and 16, respectively, in the absence of solvent at 40 degreesC gave high yields of 3- nitro-chromenes. Only 96% of trans-3-nitro-4-hydroxyflavans 7 or 98% of 10 were isolated when compounds 6 or 9 reacted with 1 and DABCO under similar conditions. When the reaction temperature was increased to 90 degreesC, 7 and 10 underwent dehydration to generate 74% of 8 and 89% of 11. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2717 / 2721
页数:5
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