An efficient synthesis of furyl sulfonamides from the reaction of furan with in situ generated N-tosyl imines
作者:Albert Padwa、Atsuhiku Zanka、Michael P. Cassidy、Joel M. Harris
DOI:10.1016/s0040-4020(03)00766-x
日期:2003.6
Treatment of an aldehyde and furan with N-sulfinyl-p-toluenesulfonamide/zinc chloride leads to the formation of furyl sulfonamides via an in situ generated N-tosyl imine intermediate. In one case, a novel 4-tosylamino-5,6-dihydro-4H-3-oxa-benz[e]azulene was obtained by intramoleculararomaticsubstitution of the activated imine at the 3-position of the furan ring.
用N-亚磺酰基-对甲苯磺酰胺/氯化锌处理醛和呋喃导致通过原位生成的N-甲苯磺酰基亚胺中间体形成呋喃磺酰胺。在一种情况下,通过在呋喃环的3-位上对活化的亚胺进行分子内芳族取代,获得了新颖的4-甲苯磺酰基-5,6-二氢-4 H -3-氧杂-苯并[ e ] azulene。