Stereoselective organocatalytic sulfa-Michael reactions of aryl substituted α,β-unsaturated N-acyl pyrazoles

被引：8

作者：

Meninno, Sara ^{[1
]}

Naddeo, Simone ^{[1
]}

Varricchio, Luca ^{[1
]}

Capobianco, Amedeo ^{[1
]}

Lattanzi, Alessandra ^{[1
]}

机构：

[1] Univ Salerno, Dipartimento Chim & Biol A Zambelli, Via Giovanni Paolo 2 102, I-84084 Fisciano, Italy

来源：

ORGANIC CHEMISTRY FRONTIERS | 2018年 / 5卷 / 12期

关键词：

ENANTIOSELECTIVE CONJUGATE ADDITION; THIOACETIC ACID; ASYMMETRIC-SYNTHESIS; EFFECTIVE CATALYSTS; EXPEDITIOUS ACCESS; ALKYL THIOLS; ALPHA; NITROALKENES; DERIVATIVES; INHIBITORS;

D O I：

10.1039/c8qo00357b

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The asymmetric Michael addition of aryl thiols and thioacetic acid to challenging beta- or alpha,beta-aryl substituted alpha,beta-unsaturated N-acyl pyrazoles catalysed by bifunctional organocatalysts has been investigated. The corresponding sulfide derivatives are obtained under mild and simple conditions, using readily available amine-thioureas or squaramides with good to high stereocontrol (up to 89/11 dr and 98% ee). The protocols complement the few pre-existing methods reported for the asymmetric access to beta-thio-derivatives of alpha,beta-unsaturated esters or their ester equivalents.

引用

页码：1967 / 1977

页数：11