Highly Selective and Catalytic C–N Bond Cleavage of Tertiary Sulfonamides: Scope and Mechanistic Insight

[Image: see text] A highly chemoselective C–N bond cleavage reaction of p-methoxybenzyl- (PMB), 3,4-dimethoxybenzyl- (DMB), or cinnamyl-substituted tertiary sulfonamides in the presence of catalytic Bi(OTf)(3) is presented. A wide range of sulfonamide substrates smoothly furnished the corresponding...

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Autores principales: Bhattacharya, Aditya, Shukla, Pushpendra mani, Maji, Biswajit
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2021
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8320137/
https://www.ncbi.nlm.nih.gov/pubmed/34337238
http://dx.doi.org/10.1021/acsomega.1c02276
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author Bhattacharya, Aditya
Shukla, Pushpendra mani
Maji, Biswajit
author_facet Bhattacharya, Aditya
Shukla, Pushpendra mani
Maji, Biswajit
author_sort Bhattacharya, Aditya
collection PubMed
description [Image: see text] A highly chemoselective C–N bond cleavage reaction of p-methoxybenzyl- (PMB), 3,4-dimethoxybenzyl- (DMB), or cinnamyl-substituted tertiary sulfonamides in the presence of catalytic Bi(OTf)(3) is presented. A wide range of sulfonamide substrates smoothly furnished the corresponding C–N bond cleavage products in good to excellent yields. Great efforts have been made to obtain insights into the reaction mechanism based on a series of control experiments and mass spectroscopy.
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spelling pubmed-83201372021-07-30 Highly Selective and Catalytic C–N Bond Cleavage of Tertiary Sulfonamides: Scope and Mechanistic Insight Bhattacharya, Aditya Shukla, Pushpendra mani Maji, Biswajit ACS Omega [Image: see text] A highly chemoselective C–N bond cleavage reaction of p-methoxybenzyl- (PMB), 3,4-dimethoxybenzyl- (DMB), or cinnamyl-substituted tertiary sulfonamides in the presence of catalytic Bi(OTf)(3) is presented. A wide range of sulfonamide substrates smoothly furnished the corresponding C–N bond cleavage products in good to excellent yields. Great efforts have been made to obtain insights into the reaction mechanism based on a series of control experiments and mass spectroscopy. American Chemical Society 2021-07-16 /pmc/articles/PMC8320137/ /pubmed/34337238 http://dx.doi.org/10.1021/acsomega.1c02276 Text en © 2021 The Authors. Published by American Chemical Society Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Bhattacharya, Aditya
Shukla, Pushpendra mani
Maji, Biswajit
Highly Selective and Catalytic C–N Bond Cleavage of Tertiary Sulfonamides: Scope and Mechanistic Insight
title Highly Selective and Catalytic C–N Bond Cleavage of Tertiary Sulfonamides: Scope and Mechanistic Insight
title_full Highly Selective and Catalytic C–N Bond Cleavage of Tertiary Sulfonamides: Scope and Mechanistic Insight
title_fullStr Highly Selective and Catalytic C–N Bond Cleavage of Tertiary Sulfonamides: Scope and Mechanistic Insight
title_full_unstemmed Highly Selective and Catalytic C–N Bond Cleavage of Tertiary Sulfonamides: Scope and Mechanistic Insight
title_short Highly Selective and Catalytic C–N Bond Cleavage of Tertiary Sulfonamides: Scope and Mechanistic Insight
title_sort highly selective and catalytic c–n bond cleavage of tertiary sulfonamides: scope and mechanistic insight
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8320137/
https://www.ncbi.nlm.nih.gov/pubmed/34337238
http://dx.doi.org/10.1021/acsomega.1c02276
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AT majibiswajit highlyselectiveandcatalyticcnbondcleavageoftertiarysulfonamidesscopeandmechanisticinsight

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