A Hofmann Rearrangement–Ring Expansion Cascade for the Synthesis of 1‐Pyrrolines: Application to the Synthesis of 2,3‐Dihydro‐1H‐pyrrolo[2,1‐a]isoquinolinium Salts期刊界 All Journals 搜尽天下杂志传播学术成果专业期刊搜索期刊信息化学术搜索

A Hofmann Rearrangement–Ring Expansion Cascade for the Synthesis of 1‐Pyrrolines: Application to the Synthesis of 2,3‐Dihydro‐1H‐pyrrolo[2,1‐a]isoquinolinium Salts

Authors:	He Huang Qinghua Yang Qianqian Zhang Jie Wu Yizhen Liu Chuanjun Song Junbiao Chang

Abstract:	Treatment of 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‐pyrrolo2,1‐a]isoquinolinium salts has also been described.

Keywords:	1‐pyrroline 2 3‐dihydro‐1H‐pyrrolo[2 1‐a]isoquinolinium salt cascade reaction cyclobutanecarboxamide rearrangement ring expansion