Copper-catalyzed tandem S-alkylation and S-alkenylation of sodium sulfide: synthesis of 2,3-dihydrothiophenes and thiophenes
Publication type: Journal Article
Publication date: 2013-03-01
scimago Q3
wos Q3
SJR: 0.334
CiteScore: 3.2
Impact factor: 1.5
ISSN: 00404039, 18733581
Organic Chemistry
Drug Discovery
Biochemistry
Abstract
An efficient synthetic approach to variously substituted 2,3-dihydrothiophenes has been developed. The reaction proceeded by copper-catalyzed tandem S-alkylation and S-alkenylation of sodium sulfide with 1,4-diiodobut-1-enes to afford the corresponding 2,3-dihydrothiophene derivatives in high yields. The 2,3-dihydrothiophenes could bear alkyl, aryl as well as heteroaryl substituents. The resulted 2,3-dihydrothiophenes could be further transferred into the corresponding thiophenes by oxidation.
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34
Total citations:
34
Citations from 2024:
3
(8.82%)
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GOST
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Liao Q. et al. Copper-catalyzed tandem S-alkylation and S-alkenylation of sodium sulfide: synthesis of 2,3-dihydrothiophenes and thiophenes // Tetrahedron Letters. 2013. Vol. 54. No. 11. pp. 1475-1477.
GOST all authors (up to 50)
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Liao Q., You W., Lou Z. B., Wen L., Xi C. Copper-catalyzed tandem S-alkylation and S-alkenylation of sodium sulfide: synthesis of 2,3-dihydrothiophenes and thiophenes // Tetrahedron Letters. 2013. Vol. 54. No. 11. pp. 1475-1477.
Cite this
RIS
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TY - JOUR
DO - 10.1016/j.tetlet.2013.01.019
UR - https://linkinghub.elsevier.com/retrieve/pii/S0040403913000555
TI - Copper-catalyzed tandem S-alkylation and S-alkenylation of sodium sulfide: synthesis of 2,3-dihydrothiophenes and thiophenes
T2 - Tetrahedron Letters
AU - Liao, Qian
AU - You, Wei-cheng
AU - Lou, Zhen Bang
AU - Wen, Lirong
AU - Xi, Chanjuan
PY - 2013
DA - 2013/03/01
PB - Elsevier
SP - 1475-1477
IS - 11
VL - 54
SN - 0040-4039
SN - 1873-3581
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2013_Liao,
author = {Qian Liao and Wei-cheng You and Zhen Bang Lou and Lirong Wen and Chanjuan Xi},
title = {Copper-catalyzed tandem S-alkylation and S-alkenylation of sodium sulfide: synthesis of 2,3-dihydrothiophenes and thiophenes},
journal = {Tetrahedron Letters},
year = {2013},
volume = {54},
publisher = {Elsevier},
month = {mar},
url = {https://linkinghub.elsevier.com/retrieve/pii/S0040403913000555},
number = {11},
pages = {1475--1477},
doi = {10.1016/j.tetlet.2013.01.019}
}
Cite this
MLA
Copy
Liao, Qian, et al. “Copper-catalyzed tandem S-alkylation and S-alkenylation of sodium sulfide: synthesis of 2,3-dihydrothiophenes and thiophenes.” Tetrahedron Letters, vol. 54, no. 11, Mar. 2013, pp. 1475-1477. https://linkinghub.elsevier.com/retrieve/pii/S0040403913000555.