Facile Synthesis of 2,5-Disubstituted Thiazoles from Terminal Alkynes, Sulfonyl Azides, and Thionoesters
Тип публикации: Journal Article
Дата публикации: 2015-04-30
scimago Q1
wos Q1
БС1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
25927965
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Краткое описание
A sequential procedure for the synthesis of 2,5-disubstituted thiazoles from terminal alkynes, sulfonyl azides, and thionoesters is reported. A copper(I)-catalyzed 1,3-dipolar cycloaddition of terminal alkynes with sulfonyl azides affords 1-sulfonyl-1,2,3-triazoles, which then react with thionoesters in the presence of a rhodium(II) catalyst. The resulting 3-sulfonyl-4-thiazolines subsequently aromatize into the corresponding 2,5-disubstituted thiazoles by elimination of the sulfonyl group.
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ГОСТ
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Miura T. et al. Facile Synthesis of 2,5-Disubstituted Thiazoles from Terminal Alkynes, Sulfonyl Azides, and Thionoesters // Organic Letters. 2015. Vol. 17. No. 10. pp. 2454-2457.
ГОСТ со всеми авторами (до 50)
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Miura T., Funakoshi Y., Fujimoto Y., Nakahashi J., MURAKAMI M. Facile Synthesis of 2,5-Disubstituted Thiazoles from Terminal Alkynes, Sulfonyl Azides, and Thionoesters // Organic Letters. 2015. Vol. 17. No. 10. pp. 2454-2457.
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RIS
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TY - JOUR
DO - 10.1021/acs.orglett.5b00960
UR - https://doi.org/10.1021/acs.orglett.5b00960
TI - Facile Synthesis of 2,5-Disubstituted Thiazoles from Terminal Alkynes, Sulfonyl Azides, and Thionoesters
T2 - Organic Letters
AU - Miura, Tomoya
AU - Funakoshi, Yuuta
AU - Fujimoto, Yoshikazu
AU - Nakahashi, Junki
AU - MURAKAMI, MASAHIRO
PY - 2015
DA - 2015/04/30
PB - American Chemical Society (ACS)
SP - 2454-2457
IS - 10
VL - 17
PMID - 25927965
SN - 1523-7060
SN - 1523-7052
ER -
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BibTex (до 50 авторов)
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@article{2015_Miura,
author = {Tomoya Miura and Yuuta Funakoshi and Yoshikazu Fujimoto and Junki Nakahashi and MASAHIRO MURAKAMI},
title = {Facile Synthesis of 2,5-Disubstituted Thiazoles from Terminal Alkynes, Sulfonyl Azides, and Thionoesters},
journal = {Organic Letters},
year = {2015},
volume = {17},
publisher = {American Chemical Society (ACS)},
month = {apr},
url = {https://doi.org/10.1021/acs.orglett.5b00960},
number = {10},
pages = {2454--2457},
doi = {10.1021/acs.orglett.5b00960}
}
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MLA
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Miura, Tomoya, et al. “Facile Synthesis of 2,5-Disubstituted Thiazoles from Terminal Alkynes, Sulfonyl Azides, and Thionoesters.” Organic Letters, vol. 17, no. 10, Apr. 2015, pp. 2454-2457. https://doi.org/10.1021/acs.orglett.5b00960.