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
收藏
页码：11491 / 11502
页数：12
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