Isocyanide-based MCRs: Diastereoselective cascade synthesis of perfluoroalkylated pyrano[3,4-c]pyrrole derivatives

被引：4

作者：

Yang, Shanxue ^{[1
]}

Yao, Lan ^{[2
]}

Fan, Zhenhua ^{[1
]}

Han, Jing ^{[1
]}

Chen, Jie ^{[1
]}

He, Weimin ^{[1
]}

Deng, Hongmei ^{[3
]}

Shao, Min ^{[3
]}

Zhang, Hui ^{[1
,3
]}

Cao, Weiguo ^{[1
,4
]}

机构：

[1] Shanghai Univ, Innovat Drug Res Ctr, Dept Chem, Shanghai 200444, Peoples R China

[2] Shanghai Blood Ctr, Inspect Dept, Shanghai 200051, Peoples R China

[3] Shanghai Univ, Lab Microstruct, Instrumental Anal & Res Ctr, Shanghai 200444, Peoples R China

[4] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, Shanghai 200032, Peoples R China

来源：

JOURNAL OF FLUORINE CHEMISTRY | 2021年 / 243卷

基金：

中国国家自然科学基金;

关键词：

Cascade reaction; Diastereoselective synthesis; Isocyanide-based MCRs; Pyrano[3,4-c]pyrrole; Perfluoroalkylated; EXO SELECTIVITY; ALDER; CONSTRUCTION; HETEROCYCLES; INHIBITORS;

D O I：

10.1016/j.jfluchem.2021.109723

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The highly diastereoselective synthesis of perfluoroalkyl-containing pyrano[3,4-c]pyrroles has been accomplished via a cascade process involving Michael addition, Passerini-type reaction, Mumm rearrangement and an oxo-Diels-Alder reaction. This domino transformation of isocyanides, methyl perfluoroalk-2-ynoates and 3-aroyl (or heteroyl) acrylic acids proceeded smoothly at room temperature and led to the formation of the highly diastereoselective target compounds with high functional-group compatibility in good to excellent yields.

引用

页数：8

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