C2, C5, and C4 Azole N-Oxide Direct Arylation Including Room-Temperature Reactions
Тип публикации: Journal Article
Дата публикации: 2008-02-27
SCImago Q1
Tоп 10% SCImago
WOS Q1
БС1
SJR: 5.491
CiteScore: 22.5
Impact factor: 15.6
ISSN: 00027863, 15205126
PubMed ID:
18302383
General Chemistry
Catalysis
Biochemistry
Colloid and Surface Chemistry
Краткое описание
The N-oxide group imparts a dramatic increase in reactivity at all positions of the azole ring of thiazoles and imidazoles and changes the weak bias for C5 > C2 arylation to a reliable C2 > C5 > C4 reactivity profile. Use of this cross-coupling strategy enables high yielding and room-temperature C2 arylations, mild reactions at C5, and the first examples of C4 arylationproviding a unique opportunity for exhaustive functionalization of the azole core with complete control of regioselectivity. A correlation of reactivity with the relative contributions of each carbon atom to the HOMO is observed and discussed.
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ГОСТ
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Campeau L. C. et al. C2, C5, and C4 Azole N-Oxide Direct Arylation Including Room-Temperature Reactions // Journal of the American Chemical Society. 2008. Vol. 130. No. 11. pp. 3276-3277.
ГОСТ со всеми авторами (до 50)
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Campeau L. C., Bertrand Laperle M., Leclerc J. P., Villemure E., Gorelsky S., Fagnou K. C2, C5, and C4 Azole N-Oxide Direct Arylation Including Room-Temperature Reactions // Journal of the American Chemical Society. 2008. Vol. 130. No. 11. pp. 3276-3277.
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TY - JOUR
DO - 10.1021/ja7107068
UR - https://doi.org/10.1021/ja7107068
TI - C2, C5, and C4 Azole N-Oxide Direct Arylation Including Room-Temperature Reactions
T2 - Journal of the American Chemical Society
AU - Campeau, Louis Charles
AU - Bertrand Laperle, Megan
AU - Leclerc, Jean Philippe
AU - Villemure, Elisia
AU - Gorelsky, Serge
AU - Fagnou, Keith
PY - 2008
DA - 2008/02/27
PB - American Chemical Society (ACS)
SP - 3276-3277
IS - 11
VL - 130
PMID - 18302383
SN - 0002-7863
SN - 1520-5126
ER -
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BibTex (до 50 авторов)
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@article{2008_Campeau,
author = {Louis Charles Campeau and Megan Bertrand Laperle and Jean Philippe Leclerc and Elisia Villemure and Serge Gorelsky and Keith Fagnou},
title = {C2, C5, and C4 Azole N-Oxide Direct Arylation Including Room-Temperature Reactions},
journal = {Journal of the American Chemical Society},
year = {2008},
volume = {130},
publisher = {American Chemical Society (ACS)},
month = {feb},
url = {https://doi.org/10.1021/ja7107068},
number = {11},
pages = {3276--3277},
doi = {10.1021/ja7107068}
}
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MLA
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Campeau, Louis Charles, et al. “C2, C5, and C4 Azole N-Oxide Direct Arylation Including Room-Temperature Reactions.” Journal of the American Chemical Society, vol. 130, no. 11, Feb. 2008, pp. 3276-3277. https://doi.org/10.1021/ja7107068.
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