Synthesis of 2-Sulfonyl Carbazoles via Oxidative C–H Functionalization of Tetrahydrocarbazoles with Sulfonyl Hydrazides
Publication type: Journal Article
Publication date: 2025-01-11
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
Abstract
Herein, we report an approach for the synthesis of 2-sulfonyl carbazoles from the oxidative C–H sulfonylation of tetrahydrocarbazoles. The mechanistic study reveals that this special selectivity is realized by the addition of a sulfonyl radical to the 3,4-dihydrocabazole intermediate via dehydrogenative desaturation of tetrahydrocarbazoles. This approach features readily available starting materials, high regioselectivity, broad substrate scope, and attractive synthetic utility.
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Wang J. et al. Synthesis of 2-Sulfonyl Carbazoles via Oxidative C–H Functionalization of Tetrahydrocarbazoles with Sulfonyl Hydrazides // Organic Letters. 2025. Vol. 27. No. 3. pp. 821-826.
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Wang J., Ji N., Gao Z., Tang X. Y., Wang L. Synthesis of 2-Sulfonyl Carbazoles via Oxidative C–H Functionalization of Tetrahydrocarbazoles with Sulfonyl Hydrazides // Organic Letters. 2025. Vol. 27. No. 3. pp. 821-826.
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TY - JOUR
DO - 10.1021/acs.orglett.4c04374
UR - https://pubs.acs.org/doi/10.1021/acs.orglett.4c04374
TI - Synthesis of 2-Sulfonyl Carbazoles via Oxidative C–H Functionalization of Tetrahydrocarbazoles with Sulfonyl Hydrazides
T2 - Organic Letters
AU - Wang, Jiahua
AU - Ji, Na
AU - Gao, Zifeng
AU - Tang, Xiang Ying
AU - Wang, Long
PY - 2025
DA - 2025/01/11
PB - American Chemical Society (ACS)
SP - 821-826
IS - 3
VL - 27
SN - 1523-7060
SN - 1523-7052
ER -
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@article{2025_Wang,
author = {Jiahua Wang and Na Ji and Zifeng Gao and Xiang Ying Tang and Long Wang},
title = {Synthesis of 2-Sulfonyl Carbazoles via Oxidative C–H Functionalization of Tetrahydrocarbazoles with Sulfonyl Hydrazides},
journal = {Organic Letters},
year = {2025},
volume = {27},
publisher = {American Chemical Society (ACS)},
month = {jan},
url = {https://pubs.acs.org/doi/10.1021/acs.orglett.4c04374},
number = {3},
pages = {821--826},
doi = {10.1021/acs.orglett.4c04374}
}
Cite this
MLA
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Wang, Jiahua, et al. “Synthesis of 2-Sulfonyl Carbazoles via Oxidative C–H Functionalization of Tetrahydrocarbazoles with Sulfonyl Hydrazides.” Organic Letters, vol. 27, no. 3, Jan. 2025, pp. 821-826. https://pubs.acs.org/doi/10.1021/acs.orglett.4c04374.