Cascade Assembling of Isatins and Barbituric Acids: Facile and Efficient Way to 2′′H‐Dispiro[indole‐3,5′‐furo[2,3‐d]pyrimidine‐6′,5′′‐pyrimidine]‐2,2′,2′′,4′,4′′,6′′‐(1H,1′H,1′′H,3′H,3′′H)‐hexone Scaffold

Cascade Assembling of Isatins and Barbituric Acids: Facile and Efficient Way to 2′′H‐Dispiro[indole‐3,5′‐furo[2,3‐d]pyrimidine‐6′,5′′‐pyrimidine]‐2,2′,2′′,4′,4′′,6′′‐(1H,1′H,1′′H,3′H,3′′H)‐hexone Scaffold Full article

Journal

Journal of Heterocyclic Chemistry
ISSN: 0022-152X , E-ISSN: 1943-5193

Output data

Year: 2013, Volume: 50, Number: 5, Pages: 1236-1241 Pages count : 6 DOI: 10.1002/jhet.1699

Authors

Elinson Michail N. ¹ , Merkulova Valentina M. ¹ , Ilovaisky Alexey I. ¹ , Nikishin Gennady I. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Leninsky prospect 47, 119991 Moscow, Russia

“One-pot” transformation of isatins and barbituric acids by the direct action of the only bromine in ethanol results in the formation of substituted 2′′H-dispiro[indole-3,5′-furo[2,3-d]pyrimidine-6′,5′′-pyrimidine]-2,2′,2′′,4′,4′′,6′′-(1H,1′H,1′′H,3′H,3′′H)-hexones in 70–87% yields via complex cascade process. Dispirobarbiturates containing spiro indole and furo[2,3-d]pyrimidine framework are a class of compounds with prominent pharmacological and physiological activity. Thus, seven previously inaccessible 2′′H-dispiro[indole-3,5′-furo[2,3-d]pyrimidine-6′,5′′-pyrimidine]-2,2′,2′′,4′,4′′,6′′-(1H,1′H,1′′H,3′H,3′′H)-hexones have been synthesized that represent the new class of dispirobarbiturates.

Elinson M.N. , Merkulova V.M. , Ilovaisky A.I. , Nikishin G.I.
Cascade Assembling of Isatins and Barbituric Acids: Facile and Efficient Way to 2′′H‐Dispiro[indole‐3,5′‐furo[2,3‐d]pyrimidine‐6′,5′′‐pyrimidine]‐2,2′,2′′,4′,4′′,6′′‐(1H,1′H,1′′H,3′H,3′′H)‐hexone Scaffold
Journal of Heterocyclic Chemistry. 2013. V.50. N5. P.1236-1241. DOI: 10.1002/jhet.1699 WOS Scopus OpenAlex

Web of science:	WOS:000325939000038
Scopus:	2-s2.0-84884903415
OpenAlex:	W2950144912

DB	Citing
OpenAlex	12
Scopus	12
Web of science	11