An Unprecedented and Concise Method for the Synthesis of 1,3-Thiazino-[3,4a][1,3]benzimidazoles via a Three-Component Reaction
Publication type: Journal Article
Publication date: 2010-05-10
scimago Q3
wos Q3
SJR: 0.437
CiteScore: 3.3
Impact factor: 1.4
ISSN: 09365214, 14372096
Organic Chemistry
Abstract
For the first time, a novel, simple, and highly efficient synthesis of N-aryl-N-[1,3]thiazino[3,4a][1,3]benzimidazol-1-ylidenamines is presented. The one-pot reaction of o-phenylenediamine, aryl isothiocyanate, and methyl acetylenecarboxylate proceeds in toluene-dichloromethane without any catalyst under reflux conditions to produce the title compounds in 60-70% yield. From a mechanistic point of view, the reaction is proposed to occur via two cyclizations and four heteroatom-carbon bond formations.
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Alizadeh A. et al. An Unprecedented and Concise Method for the Synthesis of 1,3-Thiazino-[3,4a][1,3]benzimidazoles via a Three-Component Reaction // Synlett. 2010. Vol. 2010. No. 10. pp. 1469-1472.
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Alizadeh A., Noaparast Z., Sabahnoo H., Zohreh N. An Unprecedented and Concise Method for the Synthesis of 1,3-Thiazino-[3,4a][1,3]benzimidazoles via a Three-Component Reaction // Synlett. 2010. Vol. 2010. No. 10. pp. 1469-1472.
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TY - JOUR
DO - 10.1055/s-0029-1219934
UR - https://doi.org/10.1055/s-0029-1219934
TI - An Unprecedented and Concise Method for the Synthesis of 1,3-Thiazino-[3,4a][1,3]benzimidazoles via a Three-Component Reaction
T2 - Synlett
AU - Alizadeh, Abdolali
AU - Noaparast, Zohreh
AU - Sabahnoo, Hamideh
AU - Zohreh, Nasrin
PY - 2010
DA - 2010/05/10
PB - Georg Thieme Verlag KG
SP - 1469-1472
IS - 10
VL - 2010
SN - 0936-5214
SN - 1437-2096
ER -
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BibTex (up to 50 authors)
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@article{2010_Alizadeh,
author = {Abdolali Alizadeh and Zohreh Noaparast and Hamideh Sabahnoo and Nasrin Zohreh},
title = {An Unprecedented and Concise Method for the Synthesis of 1,3-Thiazino-[3,4a][1,3]benzimidazoles via a Three-Component Reaction},
journal = {Synlett},
year = {2010},
volume = {2010},
publisher = {Georg Thieme Verlag KG},
month = {may},
url = {https://doi.org/10.1055/s-0029-1219934},
number = {10},
pages = {1469--1472},
doi = {10.1055/s-0029-1219934}
}
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MLA
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Alizadeh, Abdolali, et al. “An Unprecedented and Concise Method for the Synthesis of 1,3-Thiazino-[3,4a][1,3]benzimidazoles via a Three-Component Reaction.” Synlett, vol. 2010, no. 10, May. 2010, pp. 1469-1472. https://doi.org/10.1055/s-0029-1219934.