Imperial College London
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Dr James A Bull

Faculty of Natural Sciences, Department of Chemistry

Reader in Synthetic Chemistry
 
 
 
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Contact

 

+44 (0)20 7594 5811j.bull Website

 
 
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Location

 

501bMolecular Sciences Research HubWhite City Campus

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Summary

 

Publications

Citation

BibTex format

@article{Bull:2017:10.1055/s-0036-1590874,
author = {Bull, JA and Degennaro, L and Luisi, R},
doi = {10.1055/s-0036-1590874},
journal = {Synlett},
pages = {2525--2538},
title = {Straightforward Strategies for the Preparation of NH-Sulfox-imines: A Serendipitous Story},
url = {http://dx.doi.org/10.1055/s-0036-1590874},
volume = {28},
year = {2017}
}
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RIS format (EndNote, RefMan)

TY  - JOUR
AB  - Sulfoximines are emerging as valuable new isosteres for use in medicinal chemistry, with the potential to modulate physicochemical properties. Recent developments in synthetic strategies have made the unprotected 'free' NH-sulfoximine group more readily available, facilitating further study. This account reviews approaches to NH-sulfoximines, with a focus on our contribution to the field. Starting from the development of catalytic strategies involving transition metals, more sustainable metal-free processes have been discovered. In particular, the use of hypervalent iodine reagents to mediate NH-transfer to sulfoxides is described, along with an assessment of the substrate scope. Furthermore, a one-pot strategy to convert sulfides directly into NH-sulfoximines is discussed, with N- and O-transfer occurring under the reaction conditions. Mechanistic evidence for the new procedures is included as well as relevant synthetic applications that further exemplify the potential of these approaches. 1 Introduction 2 Strategies to Form NH-Sulfoximines Involving Transition-Metal Catalysts 3 Metal-Free Strategies to Prepare NH-Sulfoximines 4 Mechanistic Evidence for the Direct Synthesis of NH-Sulfoximines from Sulfoxides and Sulfides 5 Further Applications 6 Conclusion.
AU  - Bull,JA
AU  - Degennaro,L
AU  - Luisi,R
DO  - 10.1055/s-0036-1590874
EP  - 2538
PY  - 2017///
SN  - 0936-5214
SP  - 2525
TI  - Straightforward Strategies for the Preparation of NH-Sulfox-imines: A Serendipitous Story
T2  - Synlett
UR  - http://dx.doi.org/10.1055/s-0036-1590874
UR  - http://hdl.handle.net/10044/1/50166
VL  - 28
ER  -
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