Journal of Organic Chemistry, volume 87, issue 15, pages 10467-10475
Metal-Free Temperature-Controlled Intermolecular [3 + 2] Annulation to Access Benzo[d]thiazole-2(3H)-thiones and Benzo[d]thiazol-2(3H)-ones
Publication type: Journal Article
Publication date: 2022-07-12
Journal:
Journal of Organic Chemistry
Q2
Q1
SJR: 0.724
CiteScore: 6.2
Impact factor: 3.3
ISSN: 00223263, 15206904
Organic Chemistry
Abstract
A facile access to benzo[d]thiazole-2(3H)-thiones and benzo[d]thiazol-2(3H)-ones has been developed through a temperature-controlled intermolecular [3 + 2] annulation of N,N-disubstituted arylhydrazines with CS2 in the presence of DMSO. This protocol can obviate the prefunctionalization of the starting materials. This direct C-S/C-N bond formation reaction was performed in the absence of any external catalysts, transition metals, bases, ligands, and oxidants with high step economy.
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Zhuo X. et al. Metal-Free Temperature-Controlled Intermolecular [3 + 2] Annulation to Access Benzo[d]thiazole-2(3H)-thiones and Benzo[d]thiazol-2(3H)-ones // Journal of Organic Chemistry. 2022. Vol. 87. No. 15. pp. 10467-10475.
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Zhuo X., Zheng L., Zou X., Zhong Y., Guo W. Metal-Free Temperature-Controlled Intermolecular [3 + 2] Annulation to Access Benzo[d]thiazole-2(3H)-thiones and Benzo[d]thiazol-2(3H)-ones // Journal of Organic Chemistry. 2022. Vol. 87. No. 15. pp. 10467-10475.
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TY - JOUR
DO - 10.1021/acs.joc.2c01060
UR - https://doi.org/10.1021/acs.joc.2c01060
TI - Metal-Free Temperature-Controlled Intermolecular [3 + 2] Annulation to Access Benzo[d]thiazole-2(3H)-thiones and Benzo[d]thiazol-2(3H)-ones
T2 - Journal of Organic Chemistry
AU - Zhuo, Xiaoya
AU - Zheng, Lvyin
AU - Zou, Xiaoying
AU - Zhong, Yumei
AU - Guo, Wei
PY - 2022
DA - 2022/07/12
PB - American Chemical Society (ACS)
SP - 10467-10475
IS - 15
VL - 87
SN - 0022-3263
SN - 1520-6904
ER -
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@article{2022_Zhuo,
author = {Xiaoya Zhuo and Lvyin Zheng and Xiaoying Zou and Yumei Zhong and Wei Guo},
title = {Metal-Free Temperature-Controlled Intermolecular [3 + 2] Annulation to Access Benzo[d]thiazole-2(3H)-thiones and Benzo[d]thiazol-2(3H)-ones},
journal = {Journal of Organic Chemistry},
year = {2022},
volume = {87},
publisher = {American Chemical Society (ACS)},
month = {jul},
url = {https://doi.org/10.1021/acs.joc.2c01060},
number = {15},
pages = {10467--10475},
doi = {10.1021/acs.joc.2c01060}
}
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Zhuo, Xiaoya, et al. “Metal-Free Temperature-Controlled Intermolecular [3 + 2] Annulation to Access Benzo[d]thiazole-2(3H)-thiones and Benzo[d]thiazol-2(3H)-ones.” Journal of Organic Chemistry, vol. 87, no. 15, Jul. 2022, pp. 10467-10475. https://doi.org/10.1021/acs.joc.2c01060.