新型双膦亚胺中间体的合成

目的合成一种新型的双膦亚胺叶立德中间体(2,2′-双膦亚胺苯甲酸苄酯)。方法以邻氨基苯甲酸为原料,分别经LiA lH4还原、芳香重氮盐重氮化制得邻叠氮基苯甲醇和经芳香重氮盐重氮化、与SOC l2反应制得邻叠氮基苯甲酰氯。两种产物酰化得到双叠氮基苯甲酸苯甲酯,再与三苯基磷发生Staud inger反应,制得双膦亚胺叶立德中间体(2,2′-双膦亚胺苯甲酸苄酯)。结果该方法简单,条件温和,产物稳定,收率达到88%。结论利用该中间体进一步发生双串联aza-wittig反应合成具有生物活性的喹唑啉酮类稠杂环药物,值得进一步探讨。

Synthesis of 2,2-bisiminophosphorane benzyl benzoate

Objective To prepare 2,2'-bisiminophosphorane benzyl benzoate,a new intermediate for the synthesis of quinazolones.Methods Anthranilic acid was used as the starting material,which was subsequently reduced,diazotized to o-azido benzoic alcohol.Anthranilic acid was also diazotized to o-azido benzoic acid,and subsequently reacted with SOCl_2 to give o-azido benzoyl chloride.o-azido benzoyl chloride was then reacted with o-azido benzoic alcohol,and the resultant bisazido benzyl benzoate was reacted with PPh3 via Staudinger reaction to give the ylide intermediate,2,2'-bisiminophosphorane benzyl benzoate.Results and Conclusion This procedure was mild and simple and the yield was as high as 88%.The ylide can be used to further synthesize quinazolones by double tandem aza-wittig reaction.