Rearrangements of 5-acetyl-3-benzoylamino-6-(2-dimethylamino-1-ethenyl)-2<i>H</i>-pyran-2-one and 3-benzoylamino-6-(2-dimethylamino-1-ethenyl)-5-ethoxycarbonyl-2<i>H</i>-pyran-2-one into 1-aminopyridine, pyrano[2,3-<i>b</i>]pyridine and isoxazole derivatives
作者:Sonja Strah、Jurij Svete、Branko Stanovnik
DOI:10.1002/jhet.5570330449
日期:1996.7
Rearrangements of 5-acetyl-3-benzoylamino-6-(2-dimethylamino-1-ethenyl)-2H-pyran-2-one (1) and 3-benzoylamino-6-(2-dimethylamino-1-ethenyl)-5-ethoxycarbonyl-2H-pyran-2-one (7) in the presence of N-nucleophiles, such as ammonia, hydrazine, and hydroxylamine, into 1-aminopyridine, pyrano[2,3-b]-pyridine, and isoxazole derivatives 5, 11, and 15 is described. In the reaction of compounds 1 and 7 with C-nucleophiles
5-乙酰基-3-苯甲酰基氨基-6-(2-二甲基氨基-1-乙烯基)-2的重排ħ吡喃-2-酮(1)和3-苯甲酰基氨基-6-(2-二甲基氨基-1-乙烯基) -在N-亲核试剂(例如氨,肼和羟胺)存在下,将5-乙氧基羰基-2 H-吡喃-2-酮(7)转化为1-氨基吡啶,吡喃并[2,3- b ]-吡啶和异恶唑描述了派生词5、11和15。在化合物1和7与C-亲核试剂如5,5-二甲基-1,3-环己二酮和巴比妥酸的反应中,仅发生二甲基氨基的取代以得到化合物17、18和20。