- New Convenient Strategy for Annulation of Pyrimidines to Thiophenes or Furans via the One-pot Multistep Cascade Reaction of 1 H -Tetrazoles with Aliphatic Amines
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A versatile, convenient, efficient and high-yield synthetic method for 2-R3,R4-amino-5-R1-6-R2-thieno[2,3-d]pyrimidin-4(3H)-ones, 2-R3,R4-amino-5-R1-6-R2-thieno[3,2-d]pyrimidin-4(3H)-ones, and benzofuro[3,2-d]pyrimidin-4(3H)-ones preparation has been developed. The reaction proceeded without using solvents and included several steps. A variety of thieno[2,3-d]pyrimidine and thieno[3,2-d]pyrimidine derivatives with substituents of different nature were obtained in high yields from substituted alkyl 2-(1H-tetrazol-1-yl)thiophene-3-carboxylates, 3-(1H-tetrazol-1-yl)thiophene-2-carboxylates, and 3-(1H-tetrazol-1-yl)benzofuran-2-carboxylate after their treatment with aliphatic amines.
- Pokhodylo, Nazariy T.,Shyyka, Olga Ya.,Matiychuk, Vasyl S.,Obushak, Mykola D.
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p. 399 - 403
(2016/01/15)
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- Facile and efficient one-pot procedure for thieno[2,3-e][1,2,3]triazolo[1, 5-a]pyrimidines preparation
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Base-catalyzed cycloaddition reactions of heterocyclic azides with activated nitriles were studied. Convenient, efficient, and high-yield synthetic method for thieno[2,3-e][1,2,3]triazolo[1,5-a]pyrimidines preparation from available starting reagents without complicated protocols was elaborated. Such an approach allows creation of broad combinatorial libraries for drug discovery. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications for the following free supplemental resource(s): Full experimental and spectral details.]
- Pokhodylo, Nazariy T.,Shyyka, Olga Y.,Obushak, Mykola D.
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p. 1002 - 1006
(2014/03/21)
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- Gallium (iii)-catalysed bromocyanation of alkynes: Regio- and stereoselective synthesis of β-bromo-α,β-unsaturated nitriles
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Treatment of arylacetylenes and cyanogen bromide in ClCH2CH 2Cl with a catalytic amount of GaCl3 afforded (Z)-β-bromoacrylonitriles with high regio- and stereoselectivity.
- Murai, Masahito,Hatano, Ryo,Kitabata, Sachie,Ohe, Kouichi
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p. 2375 - 2377
(2011/04/18)
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- Synthesis of thiazolidinones and azetidinones from hydrazino thieno [3,2-d]pyrimidines as potential antimicrobial agents
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4-Hydrazino-6-phenylthieno [3,2-d] pyrimidine 5 on treatment with aromatic aldehydes yield 4-substituted-benzalhydrazino-6-phenylthieno [3,2-d] pyrimidine 6a-k, which on cyclisation with thioglycolic and thiolactic acid afford corresponding 2-aryl-3-N-(6′
- Shah, Manish,Parikh, Khyati,Parekh, Hansa
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- Synthesis of some 2-substituted-6-phenyl- and 7-phenyl-thienopyrimidin-4(3H)-ones
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The title compounds, 7a-j and 8a-c, have been prepared through cyclocondensation of the corresponding thiophene o-aminoesters (5a and 5b) with a variety of nitriles in the presence of dry hydrogen chloride gas.
- Shishoo, C. J.,Pathak, U. S.,Jain, K. S.,Devani, I. T.,Chhabria, M. T.
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p. 436 - 440
(2007/10/02)
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