Aza Wittig-type reaction between the iminophosphorane derived from 3-amino-4-phenylthiazole-2(3H)-thione and iso(thio)cyanates: Preparation of mesoionic thiazolo[2,3-b]-1,3,4-thiadiazoles and N,N-bisheteroarylamines
作者:Pedro Molina、Antonio Arques、Asunción Alías
DOI:10.1016/s0040-4020(01)90791-4
日期:1992.1
of iminophosphorane 1 derived from 3-amino-4-phenylthiazole-2(3H)-thione with several types of iso(thio)cyanates has been studied. The reaction of 1 with aromatic iso(thio)cyanates leads to thiazolo[2,3-b]-1,3,4-thiadiazoles 2 which display mesoionic character, whereas that with aliphatic isothiocyanates affords the betaines 3. N,N′-Bisheteroarylguanidines 5 are obtained from the reaction of 1 with
研究了由3-氨基-4-苯基噻唑-2(3H)-硫酮衍生的亚氨基磷烷1的Aza Wittig型反应与几种异(硫)氰酸酯的反应。1与芳族异(硫)氰酸酯的反应导致噻唑并[2,3-b] -1,3,4-噻二唑2具有中离子特性,而与脂肪族异硫氰酸酯的反应则提供了甜菜碱3。由1与脂族异氰酸酯的反应获得N,N′-双杂环芳基胍5。用@四氟硼酸进一步处理化合物5会生成N,N-二异芳基胺8。反应1与酰氯提供噻唑[2,3-b] -1,2,4-噻二唑盐12。