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Literature DB >> 19381852

One hundred years of Meldrum's acid: advances in the synthesis of pyridine and pyrimidine derivatives.

Victoria V Lipson¹, Nikolay Yu Gorobets.

Abstract

A general review (138 references) focused on the recent advances in the application of Meldrum's acid reactivity for synthesis of diverse pyridine and pyrimidine derivatives, mostly small and drug-like molecules is presented.

Entities: Chemical

Mesh：

Substances：

Year: 2009 PMID： 19381852 DOI： 10.1007/s11030-009-9136-x

Source DB: PubMed Journal: Mol Divers ISSN： 1381-1991 Impact factor: 2.943

47 in total

1. Novel inhibitors of IMPDH: a highly potent and selective quinolone-based series.

Authors: Scott H Watterson; Marianne Carlsen; T G Murali Dhar; Zhongqi Shen; William J Pitts; Junqing Guo; Henry H Gu; Derek Norris; John Chorba; Ping Chen; Daniel Cheney; Mark Witmer; Catherine A Fleener; Katherine Rouleau; Robert Townsend; Diane L Hollenbaugh; Edwin J Iwanowicz
Journal: Bioorg Med Chem Lett Date: 2003-02-10 Impact factor: 2.823

2. New potential biologically active compounds: design and an efficient synthesis of N-substituted 4-aryl-4,6,7,8-tetrahydroquinoline-2,5(1H,3H)-diones under microwave irradiation.

Authors: Shujiang Tu; Xiaotong Zhu; Jinpeng Zhang; Jianing Xu; Yan Zhang; Qian Wang; Runhong Jia; Bo Jiang; Junyong Zhang; Changsheng Yao
Journal: Bioorg Med Chem Lett Date: 2006-03-24 Impact factor: 2.823

3. Pyranone, thiopyranone, and pyridone inhibitors of phosphatidylinositol 3-kinase related kinases. Structure-activity relationships for DNA-dependent protein kinase inhibition, and identification of the first potent and selective inhibitor of the ataxia telangiectasia mutated kinase.

Authors: Jonathan J Hollick; Laurent J M Rigoreau; Celine Cano-Soumillac; Xiaoling Cockcroft; Nicola J Curtin; Mark Frigerio; Bernard T Golding; Sophie Guiard; Ian R Hardcastle; Ian Hickson; Marc G Hummersone; Keith A Menear; Niall M B Martin; Ian Matthews; David R Newell; Rachel Ord; Caroline J Richardson; Graeme C M Smith; Roger J Griffin
Journal: J Med Chem Date: 2007-03-20 Impact factor: 7.446

4. An enantioselective ketene-imine cycloaddition method for synthesis of substituted ring-fused 2-pyridinones.

Authors: H Emtenäs; L Alderin; F Almqvist
Journal: J Org Chem Date: 2001-10-05 Impact factor: 4.354

5. A novel route to 5-substituted 3-isoxazolols. Cyclization of N, O-DiBoc beta-keto hydroxamic acids synthesized via acyl Meldrum's acids.

Authors: U S Sørensen; E Falch; P Krogsgaard-Larsen
Journal: J Org Chem Date: 2000-02-25 Impact factor: 4.354

6. New potential calcium channel modulators: design and synthesis of compounds containing two pyridine, pyrimidine, pyridone, quinoline and acridine units under microwave irradiation.

Authors: Shujiang Tu; Chunbao Miao; Fang Fang; Feng Youjian; Tuanjie Li; Qiya Zhuang; Xiaojing Zhang; Songlei Zhu; Daqing Shi
Journal: Bioorg Med Chem Lett Date: 2004-03-22 Impact factor: 2.823

7. Diastereoselective hydroxylation of 6-substituted piperidin-2-ones. An efficient synthesis of (2S,5R)-5-hydroxylysine and related alpha-amino acids.

Authors: J Marin; C Didierjean; A Aubry; J-P Briand; G Guichard
Journal: J Org Chem Date: 2002-11-29 Impact factor: 4.354

4. Reverse orientation in the ultrasound-assisted [3 + 2]-cycloaddition reaction of nitrile imines with 3-formylchromone-Meldrum's acid adducts.

Authors: Issa Yavari; Younes Fadakar
Journal: Mol Divers Date: 2021-06-15 Impact factor: 2.943

4 in total

One hundred years of Meldrum's acid: advances in the synthesis of pyridine and pyrimidine derivatives.

1. Novel inhibitors of IMPDH: a highly potent and selective quinolone-based series.

2. New potential biologically active compounds: design and an efficient synthesis of N-substituted 4-aryl-4,6,7,8-tetrahydroquinoline-2,5(1H,3H)-diones under microwave irradiation.

3. Pyranone, thiopyranone, and pyridone inhibitors of phosphatidylinositol 3-kinase related kinases. Structure-activity relationships for DNA-dependent protein kinase inhibition, and identification of the first potent and selective inhibitor of the ataxia telangiectasia mutated kinase.

4. An enantioselective ketene-imine cycloaddition method for synthesis of substituted ring-fused 2-pyridinones.

5. A novel route to 5-substituted 3-isoxazolols. Cyclization of N, O-DiBoc beta-keto hydroxamic acids synthesized via acyl Meldrum's acids.

6. New potential calcium channel modulators: design and synthesis of compounds containing two pyridine, pyrimidine, pyridone, quinoline and acridine units under microwave irradiation.

7. Diastereoselective hydroxylation of 6-substituted piperidin-2-ones. An efficient synthesis of (2S,5R)-5-hydroxylysine and related alpha-amino acids.

8. A new scaffold for the stereoselective synthesis of alpha-O-linked glycopeptide mimetics.

9. Carboxylic acid isosteres improve the activity of ring-fused 2-pyridones that inhibit pilus biogenesis in E. coli.

10. The tert-amino effect in heterocyclic chemistry. Synthesis of spiro heterocycles.

1. Overcoming Kinetic and Thermodynamic Challenges of Classic Cope Rearrangements.

2. Electro-organic synthesis of tetrahydroimidazo[1,2-a]pyridin-5(1H)-one via a multicomponent reaction.

3. Highly Efficient Synthesis of 1,3-Dihydroxy-2-carboxycarbazole and Its Neuroprotective Effects.

4. Reverse orientation in the ultrasound-assisted [3 + 2]-cycloaddition reaction of nitrile imines with 3-formylchromone-Meldrum's acid adducts.