Synthesis of 5-unsubstituted dihydropyrimidinone-4-carboxylates from deep eutectic mixtures

Gore, Sangram; Baskaran, Sundarababu; Koenig, Burkhard

doi:10.3762/bjoc.18.37

Cited by 1 publication

(3 citation statements)

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Section: Conflicts Of Interestmentioning

confidence: 99%

“…Jian, Shi and coworkers described the synthesis of a new family of DHMPs containing a heteroatom at C4 by nucleophilic dearomatization of 2-hydroxy pyridines 230 [177] The reaction took place under the presence of catalytic amounts of ZrCl4 with phosphite esters 231 as nucleophiles rendering DHMP-containing phosphonic esters 232 (Scheme 88). König reported an environmentally benign protocol for the synthesis of 5-unsubstituted dihydropyrimidinone-4-carboxylate derivatives from deep eutectic mixtures [178] The process involved the solvent-free heating of β,γ-unsaturated ketoesters 233 in low melting L-(+)-tartaric acid-N,N-dimethylurea mixtures, to render DHPMs 234 in good yields (Scheme 89). König reported an environmentally benign protocol for the synthesis of 5-unsubstituted dihydropyrimidinone-4-carboxylate derivatives from deep eutectic mixtures [178].…”

Section: Conflicts Of Interestmentioning

confidence: 99%

“…König reported an environmentally benign protocol for the synthesis of 5-unsubstituted dihydropyrimidinone-4-carboxylate derivatives from deep eutectic mixtures [178] The process involved the solvent-free heating of β,γ-unsaturated ketoesters 233 in low melting L-(+)-tartaric acid-N,N-dimethylurea mixtures, to render DHPMs 234 in good yields (Scheme 89). König reported an environmentally benign protocol for the synthesis of 5-unsubstituted dihydropyrimidinone-4-carboxylate derivatives from deep eutectic mixtures [178]. The process involved the solvent-free heating of β,γ-unsaturated ketoesters 233 in low melting L-(+)-tartaric acid-N,N-dimethylurea mixtures, to render DHPMs 234 in good yields (Scheme 89).…”

Section: Conflicts Of Interestmentioning

confidence: 99%

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Synthesis of 3,4-Dihydropyrimidin(thio)one Containing Scaffold: Biginelli-like Reactions

et al. 2022

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The interest in 3,4-dihydropyrimidine-2(1H)-(thio)ones is increasing every day, mainly due to their paramount biological relevance. The Biginelli reaction is the classical approach to reaching these scaffolds, although the product diversity suffers from some limitations. In order to overcome these restrictions, two main approaches have been devised. The first one involves the modification of the conventional components of the Biginelli reaction and the second one refers to the postmodification of the Biginelli products. Both strategies have been extensively revised in this manuscript. Regarding the first one, initially, the modification of one of the components was covered. Although examples of modifications of the three of them were described, by far the modification of the keto ester counterpart was the most popular approach, and a wide variety of different enolizable carbonylic compounds were used; moreover, changes in two or the three components were also described, broadening the substitution of the final dihydropyrimidines. Together with these modifications, the use of Biginelli adducts as a starting point for further modification was also a very useful strategy to decorate the final heterocyclic structure.

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Section: Conflicts Of Interestmentioning

confidence: 99%