Nef-isocyanide-Perkow synthesis of new polarized olefins containing 2-dicyanomethylene-2,3-dihydrothiazole and 2-dicyanomethylene-1,3-dithiole moieties

作者：Yavari Issa^*; Hosseinpour Reza; Pashazadeh Ramin; Ghanbari Ehsan; Skoulika Stavroula

来源：Tetrahedron, 2013, 69(11): 2462-2467.

DOI：10.1016/j.tet.2013.01.023

• Polarized olefins
• Keteneimine
• Dithiole
• Dihydrothiazole

Imidoyl chlorides (generated from isocyanides and acyl chlorides) reacts with triisopropyl phosphite, in a Perkow-type reaction, to produce 1-alkoxycarbonyl-2-(alkylimino)vinyl diisopropyl phosphate, which undergo a smooth reaction with bidentate nucleophilic intermediates obtained from the reaction between malononitrile and heterocumulenes, such as arylisothiocyanates or carbon disulfide to produce polarized olefins containing 2-dicyanomethylene-2,3-dihydrothiazole and 2-dicyanomethylene-1,3-dithiole moieties.

• 出版日期2013-3-18