Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, Wuhan, 430079, P. R. China.
Chem Commun (Camb). 2018 Oct 18;54(84):11897-11900. doi: 10.1039/c8cc06908e.
A molecular iodine-mediated formal [2+1+1+1] cycloaddition for the efficient synthesis of pyrrolo[2,1-a]isoquinolines from acetophenones, 1,2,3,4-tetrahydroisoquinoline (THIQ) and DMSO has been developed. Mechanistic studies revealed that DMSO served as the methylene source, and this novel protocol involves intermolecular cycloaddition of two in situ generated intermediates that enable efficient formation of one C-N bond and three C-C bonds via multiple sequential C-H functionalizations.
一种碘介导的分子[2+1+1+1]环加成反应已被开发用于从苯乙酮、1,2,3,4-四氢异喹啉（THIQ）和 DMSO 中高效合成吡咯并[2,1-a]异喹啉。机理研究表明，DMSO 是亚甲基的来源，该新方法涉及两个原位生成的中间体的分子间环加成，通过多次连续的 C-H 官能化反应，有效地形成一个 C-N 键和三个 C-C 键。
