Laboratory of Asymmetric Synthesis, Chongqing University of Arts and Sciences, 319 Honghe Avenue, Yongchuan District, Chongqing 402160, P. R. China.
College of Chemistry and Environmental Engineering, Chongqing Key Laboratory of Environmental Materials & Remediation Technologies, Chongqing University of Arts and Sciences, Chongqing 402160, P. R. China.
J Org Chem. 2022 Sep 2;87(17):11491-11502. doi: 10.1021/acs.joc.2c01090. Epub 2022 Aug 11.
A convenient synthesis of methylene-bridged pyrrolo[2,1-]isoquinolines has been developed. Treatment of pyrroloisoquinolines with acetyl chloride and dimethylsulfoxide (DMSO) at ambient temperature afforded bispyrroloisoquinolylmethanes in 17-85% yields. This reaction system can also be expanded to the synthesis of bispyrrolylmethanes (34-94% yields). Easy chemical transformation of methylene-bridged pyrroloisoquinoline provided an unsymmetric acid and amide possessing a privileged framework.
方便地合成了亚甲基桥联的吡咯并[2,1-]异喹啉。在环境温度下，吡咯并异喹啉与乙酰氯和二甲亚砜（DMSO）反应，以 17-85%的收率得到双吡咯并异喹啉甲烷。该反应体系也可扩展到双吡咯甲烷的合成（34-94%的收率）。亚甲基桥联的吡咯并异喹啉容易进行化学转化，提供了具有特权骨架的不对称酸和酰胺。
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