Efficient and convenient synthesis of β-vinyl sulfides in nickel-catalyzed regioselective addition of thiols to terminal alkynes under solvent-free conditions
Publication type: Journal Article
Publication date: 2006-03-10
scimago Q2
wos Q1
SJR: 0.676
CiteScore: 5.1
Impact factor: 2.9
ISSN: 02767333, 15206041
Organic Chemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Abstract
A new nanosized catalytic system has been developed for convenient preparation of β-vinyl sulfides H2CC(SAr)R with high yields (79−98%) and excellent selectivity (>98:2). Inexpensive and easily available Ni(acac)2 was used as catalyst precursor. Solvent-free conditions were combined with high atom efficiency of the ArSH addition reaction to terminal alkynes (HC⋮C−R) in order to create an environmentally friendly synthetic procedure. The mechanistic study has indicated that catalytic reaction takes place under heterogeneous conditions with alkyne insertion into the Ni−S bond as a key step.
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107
Total citations:
107
Citations from 2024:
6
(5%)
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GOST
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Ananikov V. P., Orlov N. V., Beletskaya I. P. Efficient and convenient synthesis of β-vinyl sulfides in nickel-catalyzed regioselective addition of thiols to terminal alkynes under solvent-free conditions // Organometallics. 2006. Vol. 25. No. 8. pp. 1970-1977.
GOST all authors (up to 50)
Copy
Ananikov V. P., Orlov N. V., Beletskaya I. P. Efficient and convenient synthesis of β-vinyl sulfides in nickel-catalyzed regioselective addition of thiols to terminal alkynes under solvent-free conditions // Organometallics. 2006. Vol. 25. No. 8. pp. 1970-1977.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/om051105j
UR - https://doi.org/10.1021/om051105j
TI - Efficient and convenient synthesis of β-vinyl sulfides in nickel-catalyzed regioselective addition of thiols to terminal alkynes under solvent-free conditions
T2 - Organometallics
AU - Ananikov, Valentine P.
AU - Orlov, Nikolay V
AU - Beletskaya, Irina P.
PY - 2006
DA - 2006/03/10
PB - American Chemical Society (ACS)
SP - 1970-1977
IS - 8
VL - 25
SN - 0276-7333
SN - 1520-6041
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2006_Ananikov,
author = {Valentine P. Ananikov and Nikolay V Orlov and Irina P. Beletskaya},
title = {Efficient and convenient synthesis of β-vinyl sulfides in nickel-catalyzed regioselective addition of thiols to terminal alkynes under solvent-free conditions},
journal = {Organometallics},
year = {2006},
volume = {25},
publisher = {American Chemical Society (ACS)},
month = {mar},
url = {https://doi.org/10.1021/om051105j},
number = {8},
pages = {1970--1977},
doi = {10.1021/om051105j}
}
Cite this
MLA
Copy
Ananikov, Valentine P., et al. “Efficient and convenient synthesis of β-vinyl sulfides in nickel-catalyzed regioselective addition of thiols to terminal alkynes under solvent-free conditions.” Organometallics, vol. 25, no. 8, Mar. 2006, pp. 1970-1977. https://doi.org/10.1021/om051105j.
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