Ring-Opening 1,3-Aminochalcogenation of Donor-Acceptor Cyclopropanes: A Three-Component Approach

被引：60

作者：

Augustin, Andre U. ^{[1
]}

Jones, Peter G. ^{[2
]}

Werz, Daniel B. ^{[1
]}

机构：

[1] Tech Univ Carolo Wilhelmina Braunschweig, Inst Organ Chem, Hagenring 30, D-38106 Braunschweig, Germany

[2] Tech Univ Carolo Wilhelmina Braunschweig, Inst Inorgan & Analyt Chem, Hagenring 30, D-38106 Braunschweig, Germany

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2019年 / 25卷 / 50期

基金：

欧洲研究理事会;

关键词：

1; 3-aminochalcogenation; bisfunctionalization; cyclopropanes; donor-acceptor compounds; ring-opening reactions; 3+2 CROSS-CYCLOADDITION; DIASTEREOSELECTIVE SYNTHESIS; SUBSTITUTED CYCLOPROPANES; EFFICIENT CONSTRUCTION; ANNULATION; 1,1-DIESTERS; CARBONYLS; ACCESS; DERIVATIVES; FURAN;

D O I：

10.1002/chem.201902160

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A 1,3-aminothiolation was realized by reacting 2-substituted cyclopropane 1,1-dicarboxylates with sulfonamides and N-(arylthio)succinimides. Under Sn(OTf)(2) catalysis the transformation proceeded smoothly to the corresponding ring-opened products bearing the sulfonamide in the 1-position next to the donor and the arylthio residue in the 3-position next to the acceptor. The procedure was extended to the corresponding selenium analogues by employing N-(phenylseleno)succinimides as an electrophilic selenium source.

引用

页码：11620 / 11624

页数：5

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