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Assembly of aldehydes and dimethylbarbituric acid into spirotricyclic furopyrimidines under the action of N-bromosuccinimide in water

,  , 
Varvara Mikhailovna Kalashnikova 1
Varvara Mikhailovna Kalashnikova
, 
10.71267/mencom.7844
Published 2025-11-29
Communication , Volume 36, Issue 1, 58-60
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Elinson M. N. et al. Assembly of aldehydes and dimethylbarbituric acid into spirotricyclic furopyrimidines under the action of N-bromosuccinimide in water // Mendeleev Communications. 2025. Vol. 36. No. 1. pp. 58-60.
GOST all authors (up to 50) Copy
Elinson M. N., Ryzhkova Y. E., Kalashnikova V. M., Egorov M. P. Assembly of aldehydes and dimethylbarbituric acid into spirotricyclic furopyrimidines under the action of N-bromosuccinimide in water // Mendeleev Communications. 2025. Vol. 36. No. 1. pp. 58-60.
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TY - JOUR
DO - 10.71267/mencom.7844
UR - https://mendcomm.colab.ws/publications/10.71267/mencom.7844
TI - Assembly of aldehydes and dimethylbarbituric acid into spirotricyclic furopyrimidines under the action of N-bromosuccinimide in water
T2 - Mendeleev Communications
AU - Elinson, Michail Nikolaevich
AU - Ryzhkova, Yuliya Evgenievna
AU - Kalashnikova, Varvara Mikhailovna
AU - Egorov, Mikhail Petrovich
PY - 2025
DA - 2025/11/29
PB - Mendeleev Communications
SP - 58-60
IS - 1
VL - 36
ER -
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@article{2025_Elinson,
author = {Michail Nikolaevich Elinson and Yuliya Evgenievna Ryzhkova and Varvara Mikhailovna Kalashnikova and Mikhail Petrovich Egorov},
title = {Assembly of aldehydes and dimethylbarbituric acid into spirotricyclic furopyrimidines under the action of N-bromosuccinimide in water},
journal = {Mendeleev Communications},
year = {2025},
volume = {36},
publisher = {Mendeleev Communications},
month = {Nov},
url = {https://mendcomm.colab.ws/publications/10.71267/mencom.7844},
number = {1},
pages = {58--60},
doi = {10.71267/mencom.7844}
}
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Elinson, Michail Nikolaevich, et al. “Assembly of aldehydes and dimethylbarbituric acid into spirotricyclic furopyrimidines under the action of N-bromosuccinimide in water.” Mendeleev Communications, vol. 36, no. 1, Nov. 2025, pp. 58-60. https://mendcomm.colab.ws/publications/10.71267/mencom.7844.
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Keywords

3-d]pyrimidines.
barbituric acids
benzaldehydes
cascade reactions
furo[2
N-bromosuccinimide
oxidative cyclization
spirotricyclic compounds
tandem Knoevenagel–Michael reaction

Abstract

A new type of chemical one-pot tandem Knoevenagel-Michael reaction followed by the NBS-induced cyclization was discovered. The reaction of aromatic aldehydes with two molecules of N,N'-dimethylbarbituric acid in the presence of NBS in water at ambient temperature affords spirotricyclic furopyrimidine scaffold, namely, 1,5-dihydro-2H,2'H-spiro[furo[2,3-d]pyrimidine-6,5'-pyrimidine]-2,2',4,4',6'-(1'H,3H,3'H)-pentones, in 90-98% yields.

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