A general approach to arylated furans, pyrroles, and thiophenes
Publication type: Journal Article
Publication date: 2014-11-01
scimago Q3
wos Q2
SJR: 0.426
CiteScore: 4.1
Impact factor: 2.2
ISSN: 00404020, 14645416
Organic Chemistry
Drug Discovery
Biochemistry
Abstract
A general and practical synthetic method for aryl-substituted five-membered heterocycles has been developed. In the presence of KOH (30%), 1,4-diaryl-1,3-butadiynes undergo the cyclocondensation reaction with water, primary amines, and Na 2 S·9H 2 O in DMSO at 80 °C to afford 2,5-diarylfurans, 1,2,5-trisubstituted pyrroles, and 2,5-diarylthiophenes in good to high yields. Further studies have disclosed that aryl-substituted five-membered heterocycles can be also synthesized by a one-pot, two-step strategy from the terminal alkynes in DMSO firstly catalyzed by CuCl, and then via addition of KOH to promote the cyclocondensation of 1,3-butadiynes generated in situ.
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60
Total citations:
60
Citations from 2025:
4
(6.67%)
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MLA
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GOST
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Zheng Q. et al. A general approach to arylated furans, pyrroles, and thiophenes // Tetrahedron. 2014. Vol. 70. No. 44. pp. 8252-8256.
GOST all authors (up to 50)
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Zheng Q., Hua R., Jiang J., Zhang L. A general approach to arylated furans, pyrroles, and thiophenes // Tetrahedron. 2014. Vol. 70. No. 44. pp. 8252-8256.
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RIS
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TY - JOUR
DO - 10.1016/j.tet.2014.09.025
UR - https://doi.org/10.1016/j.tet.2014.09.025
TI - A general approach to arylated furans, pyrroles, and thiophenes
T2 - Tetrahedron
AU - Zheng, Qingwei
AU - Hua, Ruimao
AU - Jiang, Jianhua
AU - Zhang, Lei
PY - 2014
DA - 2014/11/01
PB - Elsevier
SP - 8252-8256
IS - 44
VL - 70
SN - 0040-4020
SN - 1464-5416
ER -
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BibTex (up to 50 authors)
Copy
@article{2014_Zheng,
author = {Qingwei Zheng and Ruimao Hua and Jianhua Jiang and Lei Zhang},
title = {A general approach to arylated furans, pyrroles, and thiophenes},
journal = {Tetrahedron},
year = {2014},
volume = {70},
publisher = {Elsevier},
month = {nov},
url = {https://doi.org/10.1016/j.tet.2014.09.025},
number = {44},
pages = {8252--8256},
doi = {10.1016/j.tet.2014.09.025}
}
Cite this
MLA
Copy
Zheng, Qingwei, et al. “A general approach to arylated furans, pyrroles, and thiophenes.” Tetrahedron, vol. 70, no. 44, Nov. 2014, pp. 8252-8256. https://doi.org/10.1016/j.tet.2014.09.025.