New Synthesis of 1,1-Substituted Hydrazines by Alkylation of <i>N</i>-Acyl- or <i>N</i>-alkyloxycarbonylaminophthalimide Using the Mitsunobu Protocol
作者:Nicolas Brosse、Maria-Fatima Pinto、Brigitte Jamart-Grégoire
DOI:10.1021/jo000225s
日期:2000.7.1
N-acyl- and N-alkoxycarbonylaminophthalimides are prepared using a convenient reaction and are efficiently used as acid partners in Mitsunobu reaction. This reaction allows them to be alkylated by primary, secondary or benzyl groups. Comparison of the reactivities and pK(a) values of these N-substituted aminophthalimides suggest that the success of the Mitsunobu reaction in this case seems to be governed
N-酰基和N-烷氧基羰基氨基邻苯二甲酰亚胺使用方便的反应制备,并有效地用作Mitsunobu反应中的酸伙伴。该反应使它们被伯,仲或苄基烷基化。这些N-取代的氨基邻苯二甲酰亚胺的反应性和pK(a)值的比较表明,在这种情况下,Mitsunobu反应的成功似乎更多地取决于空间而不是电子效应。最终的脱邻苯二甲酰化步骤导致制备1,1-取代肼的有效方法。