Simple, Three-Component, Highly Efficient Green Synthesis of Thiazolo[3,2-a]pyridine Derivatives Under Neat Conditions

REFERENCES

• El Maghraby , A. A. ; El-Hag Ali , G. A. M. ; Ahmed , A. H. A. ; El-Gaby , M. S. A . Studies on thiazolopyridines, part 1: Antimicrobial activity of some novel fluorinated thiazolo[3,2-a]pyridines and thiazolo[2′,3′]:1,6]pyrido-[2,3-d]pyridines . Phosphorous, Sulfur, Silicon Relat. Elem. 2002 , 177 , 293 – 302 .
   Web of Science ®Google Scholar
• Park , H. ; Hwang , K. Y. ; Oh , K. H. ; Kim , Y. H. ; Lee , J. Y. ; Kim , K. Discovery of novel α-glucosidase inhibitors based on the vitual screening with homology-modeled protein structure . Bioorg. Med. Chem. 2008 , 16 , 284 – 292 .
   PubMed Web of Science ®Google Scholar
• El-Emary , T. I. ; Khalil , A. ; El-Hag Ali , G. A. M. ; El-Adasy , A. A. A. M. A facile synthesis of some new thiazolo[3,2-a]pyridines containing pyrazolyl moiety and their antimicrobial activity . Phosphorus, Sulfur, Silicon Relat. Elem. 2005 , 180 , 19 – 30 .
   Web of Science ®Google Scholar
• Atwal , K. S. ; Rovnyak , G. C. ; Schwartz , J. ; Moreland , S. ; Hedberg , A. ; Gougontas , J. Z. ; Malley , M. F. ; Floyd , D. M. Dihydropyrimidine calcium channel blockers: 2-Heterosubstituted 4-aryl-1,4-dihydro-6-methyl-5-pyrimidinecarboxylic acid esters as potent mimics of dihydropyridines . J. Med. Chem. 1990 , 33 , 1510 – 1515 .
   PubMed Web of Science ®Google Scholar
• Vadivelan , S. ; Sinha , B. N. ; Irudayam , S. J. ; Jagarlapudi , S. A. R. Virtual screening studies to design potent CDK2–Cyclin A inhibitors . J. Chem. Inf. Model. 2007 , 47 , 1526 – 1535 .
   PubMed Web of Science ®Google Scholar
• Adachi , I. ; Yamamori , T. ; Hiramatsu , Y. ; Sakai , K. ; Mihara , S. M. ; Kawakami , M. ; Masui , M. ; Uno , O. ; Ueda , M. Studies on dihydropyridines, III: Synthesis of 4,7-dihydrothieno[2,3-b]pyridines with vasodialator and antihypertensive activities. Chem. Pharm. Bull. 1988, 36, 4389–4402.
   PubMed Web of Science ®Google Scholar
• Barteis , G. ; Hinz , R. P. ; Weillbrandt , D. Beitrage zur Kenntnis des Chromo-phoren Systems der Corrine, VII: Notiz uber die Reaktion von Diazoessig-saure-Methylester mit Lactamen; eine Modellreaktion zur Cyclisierung von 5,6-Dioxo-monosecocorrinen . Justus Liebigs Ann. Chem. 1980 , 168 – 170 .
   Google Scholar
• Elmoghayar , M. R. H. ; Elagamy , A. A. ; Nasr , Y. M. A. ; Sallam , M. M. M. Activated nitriles in heterocyclic synthesis, part III: Synthesis of N-amino-2-pyridone, pyranopyrazole, and thiazolopyridine derivatives . J. Heterocycl. Chem. 1984 , 21 , 1885 – 1887 .
   Web of Science ®Google Scholar
• Kato , H. ; Tanaka , K. ; Ohta , M. A new mode of the formation of the meso-ionic pyrido[2,1-b]-3,4-dihydro-4-oxothiazole: An attempted preparation of pyrido[2,1-b]-3,5-dihydro-5-oxothiazoles . Bull. Chem. Soc. Jpn. 1966 , 39 , 1248 – 1253 .
   Web of Science ®Google Scholar
• Krauze , A. ; Popelis , J. ; Duhurs , G. Efficient regioselective one-pot synthesis of partially hydrogenated thiazolo[3,2-a]pyridines . Tetrahedron 1988 , 54 , 9161 – 9168 .
   Web of Science ®Google Scholar
• Elmoghayar , M. R. H. ; Ibraheim , M. K. A. ; Elghandour , A. H. H. ; Elnagdi , M. H. A novel synthesis of thiazolo[2,3-a]pyridine derivatives . Synthesis 1981 , 635 – 637 .
   Google Scholar
• Sadek , K. U. ; Hafez , E. A. A. ; Mourad , A. E. ; Elnagdi , M. H. Activated nitriles in heterocyclic synthesis: The reaction of substituted cinnamonitriles with 2-functionally substituted methyl-2-thiazolin-4-one derivatives . Z. Naturforsch. 1984 , 34B , 824 – 828 .
   Google Scholar
• Shi , F. ; Li , C. ; Xia , M. ; Maio , K. ; Zhao , Y. ; Tu , S. ; Zhen , W. ; Zhang , G. ; Ma , N. Green chemoselective synthesis of thiazolo[3,2-a]pyridine derivatives and evaluation of their antioxidant and cytotoxic activities . Bioorg. Med. Chem. Lett. 2009 , 19 , 5565 – 5568 .
   PubMed Web of Science ®Google Scholar
• Kantevari , S. ; Vuppalapati , S. V. N. ; Nagarapu , L. Montmorillonite K10 catalyzed synthesis of amidoalkyl naphthols under solvent-free conditions . Catal. Commun. 2007 , 8 , 1857 – 1862 .
   Web of Science ®Google Scholar
• Sami , S. ; Nadi , G. C. ; Kumar , R. ; Singh , M. S. Multicomponent one-pot solvent-free synthesis of functionalised unsymmetrical dihydro-1H-indeno[1,2-b]pyridines . Tetrahedron Lett. 2009 , 50 , 7096 – 7098 .
   Web of Science ®Google Scholar
• Mekheimer , R. A. ; Abdelhameed , A. ; Sadek , K. U. Solar thermochemical reactions: Four-component synthesis of polyhydroquinoline derivatives induced by solar thermal energy . Green Chem. 2008 , 10 , 592 – 593 .
   Web of Science ®Google Scholar
• Mekheimer , R. A. ; Ameen , M. A. ; Sadek , K. U. Solar thermochemical reactions II: Synthesis of 2-aminothiophenes via Gewald reaction induced by solar thermal energy . Chin. Chem. Lett. 2008 , 19 , 788 – 790 .
   Web of Science ®Google Scholar
• Mekheimer , R. A. ; Abdel Hameed , A. ; Mansour , S. A. A. ; Sadek , K. U. Solar thermochemical reactions III: A convenient one-pot synthesis of 1,2,4,5-tetrasubstituted imidazoles catalyzed by high-surface-area SiO2 and induced by solar thermal energy . Chin. Chem. Lett. 2009 , 20 , 812 – 814 .
   Web of Science ®Google Scholar
• Abdelrazek , F. M. ; Michael , F. A. ; Mohamed , A. E. Synthesis and molluscidial activity of some 1,3,4-triaryl-5-chloropyrazole, pyrano[2,3-c]-pyrazole, pyrazolophthalazine, and pyrano[2,3-d]thiazole derivatives . Arch. Pharm. 2006 , 339 , 305 – 312 .
   PubMed Web of Science ®Google Scholar