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 intramolecular aromatic substitution 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。