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

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...

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Bibliographic Details
Published in:European journal of organic chemistry 2017-12, Vol.2017 (44), p.6486-6490
Main Authors: Degennaro, Leonardo, Tota, Arianna, De Angelis, Sonia, Andresini, Michael, Cardellicchio, Cosimo, Capozzi, Maria Annunziata, Romanazzi, Giuseppe, Luisi, Renzo
Format: Article
Language:English
Subjects:
Ammonia
Batch processing
Continuous flow
Flow chemistry
Microreactors
Nitrogen
Organic chemistry
Sulfides
Sulfoxides
Sulfur
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Summary: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. We report herein the development of an efficient, convenient, and sustainable continuous‐flow strategy for the direct, straightforward preparation of NH‐sulfoximines starting either from sulfides or from sulfoxides. The flow process uses PhI(OAc)2 as the oxidant and aqueous solutions of ammonia as the N source. The flow strategy was found to be more convenient than the conventional batch processing.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.201700850