Mendeleev Communications
,  том 33 ,  издание 4 ,  страницы 455-457

Convenient, DBU-promoted anti-Markovnikov hydration of 2-methyl-1-(3-arylprop-2-yn-1-yl)-1H-imidazoles in wet NMP

Alexey Yu. Lukin 1
, 
Anna Nichugovskaya 1
, 
Lyubov Vinogradova 1
, 
Kristina Komarova 1
, 
Saeed Balalaie 2, 3
, 
Dmitry Dar’in 4
, 
Mikhail Krasavin 4, 5
1
 
2
 
3
 
4
 
5
 
Тип публикации: Journal Article
Дата публикации: 2023-07-17
scimago Q3
wos Q3
БС1
SJR: 0.305
CiteScore: 3.0
Impact factor: 1.7
ISSN: 09599436, 1364551X
General Chemistry
Краткое описание
During attempts to involve 5-methyl-2-phenyl-1-(3-phenyl-prop-2-yn-1-yl)-1H-imidazole in a base-promoted, allene-mediated cyclization of the alkyne moiety onto the nearby aromatic ring, substantial amount of the ketone resulting from hydration of the alkyne with adventitious water was discovered. The formation of the ketone of the anti-Markovnikov alkyne hydration was developed into a preparative method. This method, alternative to the common acid-and metal-catalyzed approaches, may be of particular utility when alkyne hydration needs to be performed in the presence of acid-labile groups.
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Lukin A. Y. et al. Convenient, DBU-promoted anti-Markovnikov hydration of 2-methyl-1-(3-arylprop-2-yn-1-yl)-1H-imidazoles in wet NMP // Mendeleev Communications. 2023. Vol. 33. No. 4. pp. 455-457.
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Lukin A. Y., Nichugovskaya A., Vinogradova L., Komarova K., Balalaie S., Dar’in D., Krasavin M. Convenient, DBU-promoted anti-Markovnikov hydration of 2-methyl-1-(3-arylprop-2-yn-1-yl)-1H-imidazoles in wet NMP // Mendeleev Communications. 2023. Vol. 33. No. 4. pp. 455-457.
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TY - JOUR
DO - 10.1016/j.mencom.2023.06.004
UR - https://doi.org/10.1016/j.mencom.2023.06.004
TI - Convenient, DBU-promoted anti-Markovnikov hydration of 2-methyl-1-(3-arylprop-2-yn-1-yl)-1H-imidazoles in wet NMP
T2 - Mendeleev Communications
AU - Lukin, Alexey Yu.
AU - Nichugovskaya, Anna
AU - Vinogradova, Lyubov
AU - Komarova, Kristina
AU - Balalaie, Saeed
AU - Dar’in, Dmitry
AU - Krasavin, Mikhail
PY - 2023
DA - 2023/07/17
PB - OOO Zhurnal "Mendeleevskie Soobshcheniya"
SP - 455-457
IS - 4
VL - 33
SN - 0959-9436
SN - 1364-551X
ER -
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@article{2023_Lukin,
author = {Alexey Yu. Lukin and Anna Nichugovskaya and Lyubov Vinogradova and Kristina Komarova and Saeed Balalaie and Dmitry Dar’in and Mikhail Krasavin},
title = {Convenient, DBU-promoted anti-Markovnikov hydration of 2-methyl-1-(3-arylprop-2-yn-1-yl)-1H-imidazoles in wet NMP},
journal = {Mendeleev Communications},
year = {2023},
volume = {33},
publisher = {OOO Zhurnal "Mendeleevskie Soobshcheniya"},
month = {jul},
url = {https://doi.org/10.1016/j.mencom.2023.06.004},
number = {4},
pages = {455--457},
doi = {10.1016/j.mencom.2023.06.004}
}
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Lukin, Alexey Yu., et al. “Convenient, DBU-promoted anti-Markovnikov hydration of 2-methyl-1-(3-arylprop-2-yn-1-yl)-1H-imidazoles in wet NMP.” Mendeleev Communications, vol. 33, no. 4, Jul. 2023, pp. 455-457. https://doi.org/10.1016/j.mencom.2023.06.004.