A Convenient, Mild, and Green Synthesis of NH-Sulfoximines in Flow Reactors

被引：42

作者：

Degennaro, Leonardo ^{[1
]}

Tota, Arianna ^{[1
]}

De Angelis, Sonia ^{[1
]}

Andresini, Michael ^{[1
]}

Cardellicchio, Cosimo ^{[2
]}

Capozzi, Maria Annunziata ^{[3
]}

Romanazzi, Giuseppe ^{[4
]}

Luisi, Renzo ^{[1
]}

机构：

[1] Univ Bari A Moro, Flow Chem & Microreactor Technol FLAME Lab, Dept Pharm Drug Sci, Via E Orabona 4, I-70125 Bari, Italy

[2] Univ Bari A Moro, CNR ICCOM, Dept Chem, Via E Orabona 4, I-70125 Bari, Italy

[3] Univ Bari A Moro, Dept Chem, Via E Orabona 4, I-70125 Bari, Italy

[4] Politecn Bari, DICATECh, Via E Orabona 4, I-470125 Bari, Italy

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 2017卷 / 44期

关键词：

Continuous flow; Flow chemistry; Nitrogen; Microreactors; Sulfur; SUSTAINABLE SYNTHESIS; MEDICINAL CHEMISTRY; KINETIC RESOLUTION; BUILDING-BLOCKS; ALDOL REACTIONS; SULFOXIDES; SULFIDES; LIGANDS; ARENES; MICROREACTORS;

D O I：

10.1002/ejoc.201700850

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

NH-sulfoximines are emerging as useful and important targets in drug discovery and synthetic organic chemistry. We report herein the development of an efficient, convenient, and sustainable continuous-flow strategy, for the direct, straightforward preparation of NH-sulfoximines by using sulfides or sulfoxides as suitable starting material. The flow process uses PhI(OAc)(2) as the oxidant and aqueous solutions of ammonia as the N source. The scope of the reaction has been demonstrated by using several substituted sulfides and sulfoxides including enantioenriched and biologically relevant starting materials. The flow strategy was found to be more convenient with respect to conventional batch processing.

引用

页码：6486 / 6490

页数：5

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