Open Access
Open access
volume 12 issue 18 pages 6429-6436

Photocatalytic decarboxylative amidosulfonation enables direct transformation of carboxylic acids to sulfonamides

Quang Trung Nguyen 1, 2, 3, 4, 5
Graham C. Haug 1, 2, 3, 4, 5
Viet D Nguyen 1, 2, 3, 4, 5
Ngan Vuong 1, 2, 3, 4, 5
Hadi D Arman 1, 2, 3, 4, 5
Oleg V. Larionov 1, 2, 3, 4, 5
Publication typeJournal Article
Publication date2021-04-13
scimago Q1
wos Q1
SJR2.138
CiteScore12.6
Impact factor7.4
ISSN20416520, 20416539
PubMed ID:  34084443
General Chemistry
Abstract
Sulfonamides feature prominently in organic synthesis, materials science and medicinal chemistry, where they play important roles as bioisosteric replacements of carboxylic acids and other carbonyls. Yet, a general synthetic platform for the direct conversion of carboxylic acids to a range of functionalized sulfonamides has remained elusive. Herein, we present a visible light-induced, dual catalytic platform that for the first time allows for a one-step access to sulfonamides and sulfonyl azides directly from carboxylic acids. The broad scope of the direct decarboxylative amidosulfonation (DDAS) platform is enabled by the efficient direct conversion of carboxylic acids to sulfinic acids that is catalyzed by acridine photocatalysts and interfaced with copper-catalyzed sulfur–nitrogen bond-forming cross-couplings with both electrophilic and nucleophilic reagents.
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GOST Copy
Nguyen Q. T. et al. Photocatalytic decarboxylative amidosulfonation enables direct transformation of carboxylic acids to sulfonamides // Chemical Science. 2021. Vol. 12. No. 18. pp. 6429-6436.
GOST all authors (up to 50) Copy
Nguyen Q. T., Haug G. C., Nguyen V. D., Vuong N., Arman H. D., Larionov O. V. Photocatalytic decarboxylative amidosulfonation enables direct transformation of carboxylic acids to sulfonamides // Chemical Science. 2021. Vol. 12. No. 18. pp. 6429-6436.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1039/D1SC01389K
UR - https://xlink.rsc.org/?DOI=D1SC01389K
TI - Photocatalytic decarboxylative amidosulfonation enables direct transformation of carboxylic acids to sulfonamides
T2 - Chemical Science
AU - Nguyen, Quang Trung
AU - Haug, Graham C.
AU - Nguyen, Viet D
AU - Vuong, Ngan
AU - Arman, Hadi D
AU - Larionov, Oleg V.
PY - 2021
DA - 2021/04/13
PB - Royal Society of Chemistry (RSC)
SP - 6429-6436
IS - 18
VL - 12
PMID - 34084443
SN - 2041-6520
SN - 2041-6539
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2021_Nguyen,
author = {Quang Trung Nguyen and Graham C. Haug and Viet D Nguyen and Ngan Vuong and Hadi D Arman and Oleg V. Larionov},
title = {Photocatalytic decarboxylative amidosulfonation enables direct transformation of carboxylic acids to sulfonamides},
journal = {Chemical Science},
year = {2021},
volume = {12},
publisher = {Royal Society of Chemistry (RSC)},
month = {apr},
url = {https://xlink.rsc.org/?DOI=D1SC01389K},
number = {18},
pages = {6429--6436},
doi = {10.1039/D1SC01389K}
}
MLA
Cite this
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Nguyen, Quang Trung, et al. “Photocatalytic decarboxylative amidosulfonation enables direct transformation of carboxylic acids to sulfonamides.” Chemical Science, vol. 12, no. 18, Apr. 2021, pp. 6429-6436. https://xlink.rsc.org/?DOI=D1SC01389K.
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