The organocatalytic role of L-(+)-tartaric acid in the synthesis of 5-aryl-1,1′- and 5-aryl-3,1′-dimethyl-1H,1′H-spiro[furo[2,3-d]pyrimidine-6,5′-pyrimidine]2,2′,4,4′,6′(3H,3′H,5H)-pentaones

Shahvirdi, Shahla; Rashidnejad, Hamid; Pesyan, Nader Noroozi

doi:10.1007/s13738-020-02041-7

Cited by 2 publications

(1 citation statement)

References 52 publications

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“…It should be noted that, in the reaction of symmetric barbituric acids with aromatic aldehydes and BrCN in the presence of Et 3 N, the racemic mixture of 5‐aryl‐1 H ,1′ H ‐spiro[furo[2,3‐ d ]pyrimidine‐6,5′‐pyrimidine]2,2′,4,4′,6′(3 H ,3′ H ,5 H )‐pentaones was afforded. The reaction of 1‐methylbarbituric acid as an unsymmetric barbituric acid with the same aldehydes and cyanogen bromide in the presence of triethylamine afforded a mixture of eight stereoisomers (four diastereomers) under the same conditions [65].…”

Section: Synthesis Of Spiro[furo[23‐d]‐pyrimidinesmentioning

confidence: 99%

Review on synthetic approaches towards barbituric acids‐based furo[2,3‐d]pyrimidines

Olyaei,

Sadeghpour

2023

Journal of Heterocyclic Chem

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Pyrimidine annulated five‐membered heterocyclic scaffolds containing oxygen as furopyrimidine, particularly furo[2,3‐d]pyrimidine derivatives are an important class of heterocyclic compounds in pharmaceutical discovery research. Furo[2,3‐d]pyrimidines are generally synthesized either from a pyrimidine derivative by constructing a furan ring on the parent pyrimidine ring or from a suitably functionalized furan ring by generating the pyrimidine ring on the parent furan ring. Moreover, there is a wide range of multicomponent reactions that include barbituric acids as starting material for the synthesis of these compounds. Also, the reaction of barbituric acids with alkenes, alkynes, aldehydes, ketones, ninhydrin, and chloroacetylchloride, and Cloke–Wilson rearrangement of spirocyclopropyl barbiturates afforded furo[2,3‐d]pyrimidine derivatives. This review is an attempt to compile the literature of various synthetic procedures toward barbituric acids‐based furo[2,3‐d]pyrimidine and spirofuro[2,3‐d]pyrimidines.

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Section: Synthesis Of Spiro[furo[23‐d]‐pyrimidinesmentioning

confidence: 99%

Review on synthetic approaches towards barbituric acids‐based furo[2,3‐d]pyrimidines

Olyaei,

Sadeghpour

2023

Journal of Heterocyclic Chem

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Developments in Synthesis Strategies of Spiro-Barbiturate Compounds: A Classified Study

Magoo

Srivastava

Gupta

et al. 2024

MROC

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Spiro compounds being multi-cyclic systems linked by a single atom, have distinct three dimensionalities, and prominently hold a position of interest in the fields of synthetic and medicinal chemistry, pharmacology, material sciences and physics. Spirobarbiturate compounds which incorporate barbituric ring derivatives into spirocyclic structures have emerged as attractive synthetic targets for drug discovery as they are known to exhibit far-ranging pharmacological applications. In this review, we aim to bring to light the extensive, contemporary research applied to the synthesis of different spirobarbiturates having varied ring sizes (3, 5, 6 and 7 membered) in a classified manner. It presents the reported methods of synthesis along with their mechanistic pathways as well as the pharmacological activities of some of these synthesized biologically significant motifs.

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The organocatalytic role of L-(+)-tartaric acid in the synthesis of 5-aryl-1,1′- and 5-aryl-3,1′-dimethyl-1H,1′H-spiro[furo[2,3-d]pyrimidine-6,5′-pyrimidine]2,2′,4,4′,6′(3H,3′H,5H)-pentaones

Cited by 2 publications

References 52 publications

Review on synthetic approaches towards barbituric acids‐based furo[2,3‐d]pyrimidines

Review on synthetic approaches towards barbituric acids‐based furo[2,3‐d]pyrimidines

Developments in Synthesis Strategies of Spiro-Barbiturate Compounds: A Classified Study

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