A Hofmann Rearrangement-Ring Expansion Cascade for the Synthesis of 1-Pyrrolines: Application to the Synthesis of 2,3-Dihydro-1<i>H</i>-pyrrolo[2,1-<i>a</i>]isoquinolinium Salts
作者:He Huang、Qinghua Yang、Qianqian Zhang、Jie Wu、Yizhen Liu、Chuanjun Song、Junbiao Chang
DOI:10.1002/adsc.201501071
日期:2016.3.31
cyclobutanecarboxamide with bis(trifluoroacetoxy)iodobenzene, PhI(OCOCF3)2, resulted in the formation of 1‐pyrroline via Hofmann rearrangement of the former followed by in situ ring expansion reaction of the cyclobutylamine intermediate. Further elaboration of this methodology to the synthesis of 2,3‐dihydro‐1H‐pyrrolo[2,1‐a]isoquinolinium salts has also been described.
用双(三氟乙酰氧基)碘苯PhI(OCOCF 3)2处理环丁烷甲酰胺,导致前者的霍夫曼重排形成1-吡咯啉,然后环丁胺中间体进行原位环扩环反应。还描述了该方法对2,3-二氢-1 H-吡咯并[2,1- a ]异喹啉鎓盐的合成的进一步阐述。