作者:U. Burger、F. Dreier
DOI:10.1016/s0040-4020(01)91924-6
日期:1983.1
ring fission upon reaction with chlorocarbene in tetrahydrofuran. Acetylenes (12 and 18) are the result. The reaction of 1 is accompanied by ring enlargement to indolizine (7). When the reaction of 1 with chlorocarbene is performed in diethylether, again 7 is produced, this time accompanied by a tetracyclic valence isomer, the pyrroloazabenzvalene (8). Mechanistic implications, based on the finding
结果表明,4-氮杂戊烯根阴离子(1)和二吡咯并[1,2c:2',1'e]咪唑基阴离子(2)(Li盐)在四氢呋喃中与氯卡宾反应后发生消除环裂变。结果是乙炔(12和18)。1的反应伴随有吲哚嗪(7)的环扩大。当1与氯卡宾的反应在乙醚中进行时,又产生7,这次伴随着四环化合价异构体,吡咯并氮杂苯并戊环(8)。基于发现在扩大的产品中标记结合位点是溶剂依赖性的发现,对机理的含义进行了讨论,并将其与碳芳族阴离子的相应反应进行了比较。在整个这项工作中,使用分子内氧化偶合来合成新的吡咯并环化的杂环系统。