Synthesis of aryl- and vinylacetylene derivatives by copper-catalyzed reaction of aryl and vinyl iodides with terminal alkynes
Тип публикации: Journal Article
Дата публикации: 1993-08-01
scimago Q2
wos Q1
БС1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
Organic Chemistry
Краткое описание
The coupling reaction of aryl iodides with terminal alkynes by using a catalyst system of CuI-PPh 3 in the presence of K 2 CO 3 as base gives the corresponding arylated alkynes in excellent yields. Addition of PPh 3 is essential for the reaction to proceed catalytically. Vinyl iodides also react smoothly with the alkynes to give enyne compounds with retention of the configurations. While DMF and DMSO can be used as solvents, DMSO is found to be effective for the reaction with aliphatic terminal alkynes. A reaction mechanism involving initial formation of copper acetylide species coordinated by PPh 3 followed by reaction of aryl and vinyl iodides is proposed
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264
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ГОСТ |
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MLA
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ГОСТ
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Okuro K. et al. Synthesis of aryl- and vinylacetylene derivatives by copper-catalyzed reaction of aryl and vinyl iodides with terminal alkynes // Journal of Organic Chemistry. 1993. Vol. 58. No. 17. pp. 4716-4721.
ГОСТ со всеми авторами (до 50)
Скопировать
Okuro K., Furuune M., Enna M., Miura M., NOMURA M. Synthesis of aryl- and vinylacetylene derivatives by copper-catalyzed reaction of aryl and vinyl iodides with terminal alkynes // Journal of Organic Chemistry. 1993. Vol. 58. No. 17. pp. 4716-4721.
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RIS
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TY - JOUR
DO - 10.1021/jo00069a040
UR - https://doi.org/10.1021/jo00069a040
TI - Synthesis of aryl- and vinylacetylene derivatives by copper-catalyzed reaction of aryl and vinyl iodides with terminal alkynes
T2 - Journal of Organic Chemistry
AU - Okuro, Kazumi
AU - Furuune, Makoto
AU - Enna, Masahiro
AU - Miura, Masahiro
AU - NOMURA, Masakatsu
PY - 1993
DA - 1993/08/01
PB - American Chemical Society (ACS)
SP - 4716-4721
IS - 17
VL - 58
SN - 0022-3263
SN - 1520-6904
ER -
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BibTex (до 50 авторов)
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@article{1993_Okuro,
author = {Kazumi Okuro and Makoto Furuune and Masahiro Enna and Masahiro Miura and Masakatsu NOMURA},
title = {Synthesis of aryl- and vinylacetylene derivatives by copper-catalyzed reaction of aryl and vinyl iodides with terminal alkynes},
journal = {Journal of Organic Chemistry},
year = {1993},
volume = {58},
publisher = {American Chemical Society (ACS)},
month = {aug},
url = {https://doi.org/10.1021/jo00069a040},
number = {17},
pages = {4716--4721},
doi = {10.1021/jo00069a040}
}
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MLA
Скопировать
Okuro, Kazumi, et al. “Synthesis of aryl- and vinylacetylene derivatives by copper-catalyzed reaction of aryl and vinyl iodides with terminal alkynes.” Journal of Organic Chemistry, vol. 58, no. 17, Aug. 1993, pp. 4716-4721. https://doi.org/10.1021/jo00069a040.