Interesting Results of Catalytic Hydrogenation of 3-(2-Nitrophenyl)isoxazoles and 3-(Nitrophenyl)-4,5-dihydroisoxazoles
作者:S. Batra、V. Singh、S. Madapa、G. Yadav、P. Maulik
DOI:10.1055/s-2006-942388
日期:2006.6
hydrogenolysis of substituted 3-(2-nitrophenyl)isoxazoles, irrespective of substitution on the isoxazole ring, invariably leads to reduction of the nitro to the amino group with concomitant regiospecific ring closure to yield substituted 4-aminoquinolines. In contrast similar hydrogenation of 3-(2-, 3-, and 4-nitrophenyl)-4,5-dihydroisoxazoles (2-isoxazolines) results in reduction of the nitro group only
取代的 3-(2-硝基苯基) 异恶唑的钯碳辅助氢解,无论异恶唑环上的取代如何,都会导致硝基还原为氨基,同时伴随区域特异性闭环产生取代的 4-氨基喹啉。相比之下,类似的 3-(2-、3- 和 4-硝基苯基)-4,5-二氢异恶唑 (2-异恶唑啉) 的氢化导致硝基还原,仅保留二氢异恶唑环,得到相应的 3- (氨基苯基)-4,5-二氢异恶唑。