Concomitant (3 + 3) Annulation/Fragmentation of Triazinanes with Enamines: Electrosynthesis of Multisubstituted Dihydropyrimidines
Jhilik Dutta
1, 2, 3, 4
,
Sayan Ghosh
3, 4
,
Aaliya Hassan
1, 2, 3, 4
,
A Y Hassan
3, 4
,
Suman De Sarkar
1, 2, 3, 4
1
Department of Chemical Sciences
3
Department of Chemical Sciences, Mohanpur, India
|
Publication type: Journal Article
Publication date: 2025-03-07
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
Abstract
An electro-oxidative formal (3 + 3) annulation of 1,3,5-triazinanes with enamines toward multisubstituted 1,2-dihydropyrimidines is reported. This metal-free mild protocol offers wide functional group tolerance, and heterocycles with an unexplored molecular scaffold were constructed in excellent yields. Mechanistically, the electro-oxidation of triazinane and nucleophilic reactivity of enamine result in a concomitant annulation-fragmentation process, leading to the six-membered heterocyclic product.
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Dutta J. et al. Concomitant (3 + 3) Annulation/Fragmentation of Triazinanes with Enamines: Electrosynthesis of Multisubstituted Dihydropyrimidines // Organic Letters. 2025. Vol. 27. No. 11. pp. 2682-2686.
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Dutta J., Ghosh S., Hassan A., Hassan A. Y., De Sarkar S. Concomitant (3 + 3) Annulation/Fragmentation of Triazinanes with Enamines: Electrosynthesis of Multisubstituted Dihydropyrimidines // Organic Letters. 2025. Vol. 27. No. 11. pp. 2682-2686.
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TY - JOUR
DO - 10.1021/acs.orglett.5c00418
UR - https://pubs.acs.org/doi/10.1021/acs.orglett.5c00418
TI - Concomitant (3 + 3) Annulation/Fragmentation of Triazinanes with Enamines: Electrosynthesis of Multisubstituted Dihydropyrimidines
T2 - Organic Letters
AU - Dutta, Jhilik
AU - Ghosh, Sayan
AU - Hassan, Aaliya
AU - Hassan, A Y
AU - De Sarkar, Suman
PY - 2025
DA - 2025/03/07
PB - American Chemical Society (ACS)
SP - 2682-2686
IS - 11
VL - 27
SN - 1523-7060
SN - 1523-7052
ER -
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@article{2025_Dutta,
author = {Jhilik Dutta and Sayan Ghosh and Aaliya Hassan and A Y Hassan and Suman De Sarkar},
title = {Concomitant (3 + 3) Annulation/Fragmentation of Triazinanes with Enamines: Electrosynthesis of Multisubstituted Dihydropyrimidines},
journal = {Organic Letters},
year = {2025},
volume = {27},
publisher = {American Chemical Society (ACS)},
month = {mar},
url = {https://pubs.acs.org/doi/10.1021/acs.orglett.5c00418},
number = {11},
pages = {2682--2686},
doi = {10.1021/acs.orglett.5c00418}
}
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Dutta, Jhilik, et al. “Concomitant (3 + 3) Annulation/Fragmentation of Triazinanes with Enamines: Electrosynthesis of Multisubstituted Dihydropyrimidines.” Organic Letters, vol. 27, no. 11, Mar. 2025, pp. 2682-2686. https://pubs.acs.org/doi/10.1021/acs.orglett.5c00418.
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