Organocatalytic Asymmetric Inverse-Electron-Demand Diels–Alder Reaction between Alkylidene Pyrazolones and Allyl Ketones: Access to Tetrahydropyrano[2,3-c]pyrazoles
Тип публикации: Journal Article
Дата публикации: 2023-06-01
SCImago Q2
WOS Q1
БС1
SJR: 0.604
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
37262311
Organic Chemistry
Краткое описание
Herein we report a catalytic asymmetric inverse-electron-demand Diels–Alder reaction between alkylidene pyrazolones and allyl ketones. Allyl ketone gets activated by a bifunctional thiourea catalyst and acts as a dienolate in this reaction. The trisubstituted tetrahydropyrano[2,3-c]pyrazoles were obtained in moderate to good yields with high diastereo- and enantioselectivities. Few applications, including a decarbonylation reaction, have been demonstrated.
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Bania N., Barman D., Chandra Pan S. Organocatalytic Asymmetric Inverse-Electron-Demand Diels–Alder Reaction between Alkylidene Pyrazolones and Allyl Ketones: Access to Tetrahydropyrano[2,3-c]pyrazoles // Journal of Organic Chemistry. 2023. Vol. 88. No. 13. pp. 9584-9593.
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Bania N., Barman D., Chandra Pan S. Organocatalytic Asymmetric Inverse-Electron-Demand Diels–Alder Reaction between Alkylidene Pyrazolones and Allyl Ketones: Access to Tetrahydropyrano[2,3-c]pyrazoles // Journal of Organic Chemistry. 2023. Vol. 88. No. 13. pp. 9584-9593.
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TY - JOUR
DO - 10.1021/acs.joc.3c01063
UR - https://pubs.acs.org/doi/10.1021/acs.joc.3c01063
TI - Organocatalytic Asymmetric Inverse-Electron-Demand Diels–Alder Reaction between Alkylidene Pyrazolones and Allyl Ketones: Access to Tetrahydropyrano[2,3-c]pyrazoles
T2 - Journal of Organic Chemistry
AU - Bania, Nimisha
AU - Barman, Dipankar
AU - Chandra Pan, Subhas
PY - 2023
DA - 2023/06/01
PB - American Chemical Society (ACS)
SP - 9584-9593
IS - 13
VL - 88
PMID - 37262311
SN - 0022-3263
SN - 1520-6904
ER -
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@article{2023_Bania,
author = {Nimisha Bania and Dipankar Barman and Subhas Chandra Pan},
title = {Organocatalytic Asymmetric Inverse-Electron-Demand Diels–Alder Reaction between Alkylidene Pyrazolones and Allyl Ketones: Access to Tetrahydropyrano[2,3-c]pyrazoles},
journal = {Journal of Organic Chemistry},
year = {2023},
volume = {88},
publisher = {American Chemical Society (ACS)},
month = {jun},
url = {https://pubs.acs.org/doi/10.1021/acs.joc.3c01063},
number = {13},
pages = {9584--9593},
doi = {10.1021/acs.joc.3c01063}
}
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Bania, Nimisha, et al. “Organocatalytic Asymmetric Inverse-Electron-Demand Diels–Alder Reaction between Alkylidene Pyrazolones and Allyl Ketones: Access to Tetrahydropyrano[2,3-c]pyrazoles.” Journal of Organic Chemistry, vol. 88, no. 13, Jun. 2023, pp. 9584-9593. https://pubs.acs.org/doi/10.1021/acs.joc.3c01063.
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