Imperial College London

Dr James A Bull

Faculty of Natural SciencesDepartment 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{Tota:2018:10.1021/acs.orglett.8b00788,
author = {Tota, A and St, John-Campbell S and Briggs, E and Ogalla, Estévez G and Afonso, M and Degennaro, L and Luisi, R and Bull, JA},
doi = {10.1021/acs.orglett.8b00788},
journal = {Organic Letters},
pages = {2599--2602},
title = {Highly chemoselective NH- and O-transfer to thiols using hypervalent iodine reagents: synthesis of sulfonimidates and sulfonamides},
url = {http://dx.doi.org/10.1021/acs.orglett.8b00788},
volume = {20},
year = {2018}
}

RIS format (EndNote, RefMan)

TY  - JOUR
AB - Aryl thiols can be selectively converted to sulfonimidates or sulfonamides with 3 new S–X connections being made selectively in one-pot. Using hypervalent iodine reagents in the presence of ammonium carbamate, NH- and O-groups are transferred under mild and practical conditions. Reducing the loading of ammonium carbamate changed the product distribution, converting the sulfonimidate to the sulfonamide. Studies into the possible intermediate species are presented, suggesting that multiple pathways may be possible via sulfinate esters, or related intermediates, with each species forming the same products.
AU - Tota,A
AU - St,John-Campbell S
AU - Briggs,E
AU - Ogalla,Estévez G
AU - Afonso,M
AU - Degennaro,L
AU - Luisi,R
AU - Bull,JA
DO - 10.1021/acs.orglett.8b00788
EP - 2602
PY - 2018///
SN - 1523-7052
SP - 2599
TI - Highly chemoselective NH- and O-transfer to thiols using hypervalent iodine reagents: synthesis of sulfonimidates and sulfonamides
T2 - Organic Letters
UR - http://dx.doi.org/10.1021/acs.orglett.8b00788
UR - https://pubs.acs.org/doi/10.1021/acs.orglett.8b00788
UR - http://hdl.handle.net/10044/1/59016
VL - 20
ER -