Modification of Pyrrolo[2,1-a]isoquinolines and Polysubstituted Pyrroles via Methylenation with Acetyl Chloride and Dimethylsulfoxide

被引：11

作者：

Li, Wan-Zhen ^{[1
]}

Zhang, Wei ^{[1
]}

Chen, Xiao-Hui ^{[1
]}

Wang, Zhao-Dong ^{[2
]}

Cui, Hai-Lei ^{[1
]}

机构：

[1] Chongqing Univ Arts & Sci, Lab Asymmetr Synth, Chongqing 402160, Peoples R China

[2] Chongqing Univ Arts & Sci, Coll Chem & Environm Engn, Chongqing Key Lab Environm Mat & Remediat Technol, Chongqing 402160, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2022年 / 87卷 / 17期

基金：

中国国家自然科学基金;

关键词：

DIMETHYL-SULFOXIDE; REGIOSELECTIVE SYNTHESIS; CONVENIENT ACCESS; DMSO; OXIDATION; INDOLES; REAGENT; ACID; FORMYLATION; CYCLIZATION;

D O I：

10.1021/acs.joc.2c01090

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A convenient synthesis of methylene-bridged pyrrolo[2,1-a]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.

引用

页码：11491 / 11502

页数：12

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