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1 article(s) from Kaskevich, Ksenia I

Synthesis of 3(2)-phosphonylated thiazolo[3,2-a]oxopyrimidines

Ksenia I. Kaskevich,
Anastasia A. Babushkina,
Vladislav V. Gurzhiy,
Dmitrij M. Egorov,
Nataly I. Svintsitskaya and
Albina V. Dogadina

Beilstein J. Org. Chem. 2020, 16, 1947–1954, doi:10.3762/bjoc.16.161

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Graphical Abstract

Figure 1: Structure of ritanserin and setoperone drugs.

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Scheme 1: One-pot synthesis of 5(7)-oxothiazolopyrimidine-6-carbonitriles.

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Scheme 2: Synthesis of thiazolopyrimidine-5-ones through the reaction of 2-aminothiazoles with ethyl acetoace...

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Scheme 3: Synthesis of 2-(benzo[d]thiazol-2-yl)-2-(7-R-5-oxo-5H-thiazolo[3,2-a]pyrimidin-3-yl)acetonitriles.

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Scheme 4: Synthesis of 3-acyl-7-methyl-5H-thiazolo[3,2-a]pyrimidin-5-ones.

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Scheme 5: Sonogashira coupling reaction of 6-amino-2-thiouracil with propargyl bromide.

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Scheme 6: Reactions of 6-substituted 2-thiouracils 1a,b with chloroethynylphosphonates 2a–c.

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Scheme 7: Reaction of 5-methyl-2-thiouracil (1c) with chloroethynylphosphonates 2a–c.

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Scheme 8: Reaction of 2-thiouracil (1d) with chloroethynylphosphonates 2a–c.

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Scheme 9: Reaction of 6-trifluoromethyl-2-thiouracil (1e) with chloroethynylphosphonates 2a–c.

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Scheme 10: A plausible mechanism of the reaction between 6-trifluoromethyl-2-thiouracil (1e) and chloroethynyl...

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Published 10 Aug 2020

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