Doyle–Kirmse reaction using 3,3-difluoroallyl sulfide and N-sulfonyl-1,2,3-triazole: an efficient access to gem-difluoroallylated multifunctional quaternary carbon
Тип публикации: Journal Article
Дата публикации: 2021-07-19
scimago Q2
wos Q2
БС1
SJR: 0.600
CiteScore: 5.2
Impact factor: 2.7
ISSN: 14770520, 14770539
PubMed ID:
34338276
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Краткое описание
A Doyle–Kirmse reaction of N-sulfonyl-1,2,3-triazole with 3,3-difluoroallyl sulfide through a Rh(II)-catalyzed [2,3]-sigmatropic rearrangement has been developed, which provides an efficient access to multifunctional quaternary centers containing aryl, imino, thio, and brominated gem-difluoroallyl groups. The reaction features broad substrate scope with moderate to excellent yields. The applicability of the method is confirmed by gram-scale synthesis and further transformations.
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Wang J. et al. Doyle–Kirmse reaction using 3,3-difluoroallyl sulfide and N-sulfonyl-1,2,3-triazole: an efficient access to gem-difluoroallylated multifunctional quaternary carbon // Organic and Biomolecular Chemistry. 2021. Vol. 19. No. 32. pp. 6974-6978.
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Wang J., Yu J., Chen J., Jiang Y., Xiao T. Doyle–Kirmse reaction using 3,3-difluoroallyl sulfide and N-sulfonyl-1,2,3-triazole: an efficient access to gem-difluoroallylated multifunctional quaternary carbon // Organic and Biomolecular Chemistry. 2021. Vol. 19. No. 32. pp. 6974-6978.
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TY - JOUR
DO - 10.1039/D1OB01129D
UR - https://xlink.rsc.org/?DOI=D1OB01129D
TI - Doyle–Kirmse reaction using 3,3-difluoroallyl sulfide and N-sulfonyl-1,2,3-triazole: an efficient access to gem-difluoroallylated multifunctional quaternary carbon
T2 - Organic and Biomolecular Chemistry
AU - Wang, Jiazhuang
AU - Yu, Jingwen
AU - Chen, Junyu
AU - Jiang, YuBo
AU - Xiao, Tiebo
PY - 2021
DA - 2021/07/19
PB - Royal Society of Chemistry (RSC)
SP - 6974-6978
IS - 32
VL - 19
PMID - 34338276
SN - 1477-0520
SN - 1477-0539
ER -
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@article{2021_Wang,
author = {Jiazhuang Wang and Jingwen Yu and Junyu Chen and YuBo Jiang and Tiebo Xiao},
title = {Doyle–Kirmse reaction using 3,3-difluoroallyl sulfide and N-sulfonyl-1,2,3-triazole: an efficient access to gem-difluoroallylated multifunctional quaternary carbon},
journal = {Organic and Biomolecular Chemistry},
year = {2021},
volume = {19},
publisher = {Royal Society of Chemistry (RSC)},
month = {jul},
url = {https://xlink.rsc.org/?DOI=D1OB01129D},
number = {32},
pages = {6974--6978},
doi = {10.1039/D1OB01129D}
}
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Wang, Jiazhuang, et al. “Doyle–Kirmse reaction using 3,3-difluoroallyl sulfide and N-sulfonyl-1,2,3-triazole: an efficient access to gem-difluoroallylated multifunctional quaternary carbon.” Organic and Biomolecular Chemistry, vol. 19, no. 32, Jul. 2021, pp. 6974-6978. https://xlink.rsc.org/?DOI=D1OB01129D.