THE TRAPPING OF 6,6-DIMETHYLISOBENZOFULVENE BY ITS 1,3-DIPOLAR PRECURSOR: A RARE EXAMPLE OF A DIPOLAR [6+4] CYCLOADDITION
作者:Ronald N. Warrener、Malcom L. A. Hammond、Douglas N. Butler
DOI:10.1081/scc-100104000
日期:2001.1.1
A new route to isobenzofuran and isobenzofulvene is reported that is proposed to involve the 14e electrocyclic fragmentation of a transient 1,3-dipolar intermediate formed by ring-opening of a fused aziridinocyclobutane. 6,6-Dimethylisobenzofulvene generated in this way reacts with its 1,3-dipole precursor to form a [10π+4π] cycloadduct, the first of this type involving the participation of a 1,3-dipolar
据报道,一种制备异苯并呋喃和异苯并富烯的新途径涉及通过稠合氮丙啶基环丁烷开环形成的瞬态 1,3-偶极中间体的 14e 电环断裂。以这种方式生成的 6,6-二甲基异苯并富烯与其 1,3-偶极前体反应形成 [10π+4π] 环加合物,这是此类中第一个涉及 1,3-偶极物质的参与。