Efficient One-Pot Synthesis of Novel 6′,9′-Dihydro-2H,7′H-Spiro[Pyrimidine-5,8′-[1,3]Dioxolo[4,5-F]Quinoline]-2,4,6(1H,3H)-Trione Derivatives Under Mild and “Green” Reaction Conditions

Efficient One-Pot Synthesis of Novel 6′,9′-Dihydro-2H,7′H-Spiro[Pyrimidine-5,8′-[1,3]Dioxolo[4,5-F]Quinoline]-2,4,6(1H,3H)-Trione Derivatives Under Mild and “Green” Reaction Conditions Publisher

Ebrahimi SES¹ ; Nozari N¹ ; Bahadorikhalili S² ; Yahyameymandi A³ ; Foroumadi A¹ ; Larijani B⁴ ; Biglar M¹ ; Mahdavi M⁴

Show Affiliations

1. Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran
2. School of Chemistry, College of Science, University of Tehran, Tehran, Iran
3. Department of Chemistry, Faculty of Science, University of Birjand, Birjand, Iran
4. Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran

Source: Journal of Heterocyclic Chemistry Published:2020

Abstract

In this paper, an efficient method is introduced for the synthesis of 7′,9′-disubstituted 6′,9′-dihydro-2H,7′H-spiro[pyrimidine-5,8′-[1,3]dioxolo[4,5-f]quinoline]-2,4,6(1H,3H)-trione derivatives under mild and “green” reaction conditions. The method is based on one-pot multicomponent reaction of an aldehyde, barbituric acid, and benzo[d][1,3]dioxol-5-amine in ethanol as a green and environmentally friendly solvent. The reaction has given the products in the highest isolated yield in the presence of acetic acid as catalyst under reflux conditions. Various aldehydes, bearing electron-donating or -withdrawing functionalities have been used under the optimized conditions and successfully gave the desired products (13 examples) in high isolated yields. © 2020 Wiley Periodicals LLC.

Style	Citing Format
MLA	Ebrahimi SES, et al.. "Efficient One-Pot Synthesis of Novel 6′,9′-Dihydro-2H,7′H-Spiro[Pyrimidine-5,8′-[1,3]Dioxolo[4,5-F]Quinoline]-2,4,6(1H,3H)-Trione Derivatives Under Mild and “Green” Reaction Conditions." Journal of Heterocyclic Chemistry, vol. 57, no. 8, 2020, pp. 3161-3166.
APA	Ebrahimi SES, Nozari N, Bahadorikhalili S, Yahyameymandi A, Foroumadi A, Larijani B, Biglar M, Mahdavi M (2020). Efficient One-Pot Synthesis of Novel 6′,9′-Dihydro-2H,7′H-Spiro[Pyrimidine-5,8′-[1,3]Dioxolo[4,5-F]Quinoline]-2,4,6(1H,3H)-Trione Derivatives Under Mild and “Green” Reaction Conditions. Journal of Heterocyclic Chemistry, 57(8), 3161-3166.
Chicago	Ebrahimi SES, Nozari N, Bahadorikhalili S, Yahyameymandi A, Foroumadi A, Larijani B, Biglar M, Mahdavi M. "Efficient One-Pot Synthesis of Novel 6′,9′-Dihydro-2H,7′H-Spiro[Pyrimidine-5,8′-[1,3]Dioxolo[4,5-F]Quinoline]-2,4,6(1H,3H)-Trione Derivatives Under Mild and “Green” Reaction Conditions." Journal of Heterocyclic Chemistry 57, no. 8 (2020): 3161-3166.
Harvard	Ebrahimi SES et al. (2020) 'Efficient One-Pot Synthesis of Novel 6′,9′-Dihydro-2H,7′H-Spiro[Pyrimidine-5,8′-[1,3]Dioxolo[4,5-F]Quinoline]-2,4,6(1H,3H)-Trione Derivatives Under Mild and “Green” Reaction Conditions', Journal of Heterocyclic Chemistry, 57(8), pp. 3161-3166.
Vancouver	Ebrahimi SES, Nozari N, Bahadorikhalili S, Yahyameymandi A, Foroumadi A, Larijani B, et al.. Efficient One-Pot Synthesis of Novel 6′,9′-Dihydro-2H,7′H-Spiro[Pyrimidine-5,8′-[1,3]Dioxolo[4,5-F]Quinoline]-2,4,6(1H,3H)-Trione Derivatives Under Mild and “Green” Reaction Conditions. Journal of Heterocyclic Chemistry. 2020;57(8):3161-3166.
BibTex	@article{ author = {Ebrahimi SES and Nozari N and Bahadorikhalili S and Yahyameymandi A and Foroumadi A and Larijani B and Biglar M and Mahdavi M}, title = {Efficient One-Pot Synthesis of Novel 6′,9′-Dihydro-2H,7′H-Spiro[Pyrimidine-5,8′-[1,3]Dioxolo[4,5-F]Quinoline]-2,4,6(1H,3H)-Trione Derivatives Under Mild and “Green” Reaction Conditions}, journal = {Journal of Heterocyclic Chemistry}, volume = {57}, number = {8}, pages = {3161-3166}, year = {2020} }
RIS	TY - JOUR AU - Ebrahimi SES AU - Nozari N AU - Bahadorikhalili S AU - Yahyameymandi A AU - Foroumadi A AU - Larijani B AU - Biglar M AU - Mahdavi M TI - Efficient One-Pot Synthesis of Novel 6′,9′-Dihydro-2H,7′H-Spiro[Pyrimidine-5,8′-[1,3]Dioxolo[4,5-F]Quinoline]-2,4,6(1H,3H)-Trione Derivatives Under Mild and “Green” Reaction Conditions JO - Journal of Heterocyclic Chemistry VL - 57 IS - 8 SP - 3161 EP - 3166 PY - 2020 ER -

Style

Citing Format

MLA

Ebrahimi SES, et al.. "Efficient One-Pot Synthesis of Novel 6′,9′-Dihydro-2H,7′H-Spiro[Pyrimidine-5,8′-[1,3]Dioxolo[4,5-F]Quinoline]-2,4,6(1H,3H)-Trione Derivatives Under Mild and “Green” Reaction Conditions." Journal of Heterocyclic Chemistry, vol. 57, no. 8, 2020, pp. 3161-3166.

APA

Ebrahimi SES, Nozari N, Bahadorikhalili S, Yahyameymandi A, Foroumadi A, Larijani B, Biglar M, Mahdavi M (2020). Efficient One-Pot Synthesis of Novel 6′,9′-Dihydro-2H,7′H-Spiro[Pyrimidine-5,8′-[1,3]Dioxolo[4,5-F]Quinoline]-2,4,6(1H,3H)-Trione Derivatives Under Mild and “Green” Reaction Conditions. Journal of Heterocyclic Chemistry, 57(8), 3161-3166.

Chicago

Ebrahimi SES, Nozari N, Bahadorikhalili S, Yahyameymandi A, Foroumadi A, Larijani B, Biglar M, Mahdavi M. "Efficient One-Pot Synthesis of Novel 6′,9′-Dihydro-2H,7′H-Spiro[Pyrimidine-5,8′-[1,3]Dioxolo[4,5-F]Quinoline]-2,4,6(1H,3H)-Trione Derivatives Under Mild and “Green” Reaction Conditions." Journal of Heterocyclic Chemistry 57, no. 8 (2020): 3161-3166.

Harvard

Ebrahimi SES et al. (2020) 'Efficient One-Pot Synthesis of Novel 6′,9′-Dihydro-2H,7′H-Spiro[Pyrimidine-5,8′-[1,3]Dioxolo[4,5-F]Quinoline]-2,4,6(1H,3H)-Trione Derivatives Under Mild and “Green” Reaction Conditions', Journal of Heterocyclic Chemistry, 57(8), pp. 3161-3166.

Vancouver

Ebrahimi SES, Nozari N, Bahadorikhalili S, Yahyameymandi A, Foroumadi A, Larijani B, et al.. Efficient One-Pot Synthesis of Novel 6′,9′-Dihydro-2H,7′H-Spiro[Pyrimidine-5,8′-[1,3]Dioxolo[4,5-F]Quinoline]-2,4,6(1H,3H)-Trione Derivatives Under Mild and “Green” Reaction Conditions. Journal of Heterocyclic Chemistry. 2020;57(8):3161-3166.

BibTex

@article{ author = {Ebrahimi SES and Nozari N and Bahadorikhalili S and Yahyameymandi A and Foroumadi A and Larijani B and Biglar M and Mahdavi M}, title = {Efficient One-Pot Synthesis of Novel 6′,9′-Dihydro-2H,7′H-Spiro[Pyrimidine-5,8′-[1,3]Dioxolo[4,5-F]Quinoline]-2,4,6(1H,3H)-Trione Derivatives Under Mild and “Green” Reaction Conditions}, journal = {Journal of Heterocyclic Chemistry}, volume = {57}, number = {8}, pages = {3161-3166}, year = {2020} }

RIS

TY - JOUR
AU - Ebrahimi SES
AU - Nozari N
AU - Bahadorikhalili S
AU - Yahyameymandi A
AU - Foroumadi A
AU - Larijani B
AU - Biglar M
AU - Mahdavi M
TI - Efficient One-Pot Synthesis of Novel 6′,9′-Dihydro-2H,7′H-Spiro[Pyrimidine-5,8′-[1,3]Dioxolo[4,5-F]Quinoline]-2,4,6(1H,3H)-Trione Derivatives Under Mild and “Green” Reaction Conditions
JO - Journal of Heterocyclic Chemistry
VL - 57
IS - 8
SP - 3161
EP - 3166
PY - 2020
ER -

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