Microwave‐Assisted Rapid and Straightforward Synthesis of Novel 6‐(Aroxymethyl)‐2‐aryl‐6,7‐dihydropyrazolo[5,1‐c][1,4]oxazin‐4‐one Derivatives

References

• Cottineau , B. , Toto , P. , Marot , C. , Pipaud , A. and Chenault , J. 2002 . Synthesis and hypoglycemic evaluation of substituted pyrazole‐4 carboxylic acids . Bioorg. Med. Chem. Lett. , 12 : 2105 – 2108 .
   PubMed Web of Science ®Google Scholar
• Lee , K. Y. , Kim , J. M. and Kim , J. N. 2003 . Regioselective synthesis of 1,3,4,5‐tetrasubtituted pyrazoles from Baylis‐Hillman adducts . Tetrahedron Lett. , 44 : 6737 – 6740 .
   Web of Science ®Google Scholar
• Akbas , E. and Berber , I. 2005 . Antibacterial and antifungal activities of new pyrazolo[3,4‐d]pyridazin derivatives . Eur. J. Med. Chem. , 40 : 401 – 405 .
   PubMed Web of Science ®Google Scholar
• Rostom , S. A. F. , Shalaby , M. A. and El‐Demellawy , M. A. 2003 . Polysubstituted pyrazoles, Part 5. Synthesis of new 1‐(4‐chlorophenyl)‐4‐hydroxy‐1H‐pyrazole‐3‐carboxylic acid hydrazide analogs and some derived ring systems. A novel class of potential antitumor and anti‐HCV agents . Eur. J. Med. Chem. , 38 : 959 – 974 .
   PubMed Web of Science ®Google Scholar
• Akritopoulou‐Zanze , I. , Darczak , D. , Sarris , K. , Phelan , K. M. , Huth , J. R. , Song , D. , Johnson , E. F. , Jia , Y. and Djuric , S. W. 2006 . Scaffold oriented synthesis. Part 1: Design, preparation, and biological evaluation of thienopyrazoles as kinase inhibitors . Bioorg. Med. Chem. Lett. , 16 : 96 – 99 .
   PubMed Web of Science ®Google Scholar
• Revesz , L. , Blum , E. , Di Padova , F. E. , Buhl , T. , Feifel , R. , Gram , H. , Hiestand , P. , Manning , U. , Neumann , U. and Rucklin , G. 2006 . Pyrazoloheteroaryls: Novel p38? MAP kinase inhibiting Scaffolds with oral activity . Bioorg. Med. Chem. Lett. , 16 : 262 – 266 .
   PubMed Web of Science ®Google Scholar
• Fevig , J. M. , Cacciola , J. , Buriak , J. Jr. , Rossi , K. A. , Knabb , R. M. , Luettgen , J. M. , Wong , P. C. , Bai , S. A. , Wexler , R. R. and Lam , P. Y. S. 2006 . Preparation of 1‐(4‐methoxyphenyl)‐1H‐pyrazolo[4,3‐d]pyrimidin‐7(6H)‐ones as potent, selective and bioavailable inhibitors of coagulation factor Xa . Bioorg. Med. Chem. Lett. , 16 : 3755 – 3760 .
   PubMed Web of Science ®Google Scholar
• Li , Y.‐L. , Fevig , J. M. , Cacciola , J. , Buriak , J. Jr. , Rossi , K. A. , Jona , J. , Knabb , R. M. , Luettgen , J. M. , Wong , P. C. , Bai , S. A. , Wexler , R. R. and Lam , P. Y. S. 2006 . Preparation of 1‐(3‐aminobenzo[d]isoxazol‐5‐yl)‐1H‐pyrazolo[4,3‐d]pyrimidin‐7(6H)‐ones as potent, selective, and efficacious inhibitors of coagulation factor Xa . Bioorg. Med. Chem. Lett. , 16 : 5176 – 5182 .
   PubMed Web of Science ®Google Scholar
• Makino , K. , Kim , H.‐S. and Kurasawa , Y. 1998 . Synthesis of pyrazoles . J. Heterocycl. Chem. , 35 : 489 – 497 .
   Web of Science ®Google Scholar
• Makino , K. , Kim , H.‐S. and Kurasawa , Y. 1999 . Synthesis of pyrazoles and condensed pyrazoles . J. Heterocycl. Chem. , 36 : 321 – 332 .
   Web of Science ®Google Scholar
• Cvetovich , R. J. , Pipik , B. , Hartner , F. W. and Grabowski , E. J. J. 2003 . Rapid synthesis of tetrahydro‐4H‐pyrazolo[1,5‐a]diazepine‐2‐carboxylate . Tetrahedron Lett. , 44 : 5867 – 5870 .
   Google Scholar
• Yin , W. , Ma , Y. , Xu , J. X. and Zhao , Y. F. 2006 . Microwave‐assisted one‐pot synthesis of 1‐indanones from arenes and unsaturated acyl chlorides . J. Org. Chem. , 71 : 4312 – 4315 .
   PubMed Web of Science ®Google Scholar
• Ding , D. , Li , X. , Wang , X. , Du , Y. and Shen , J. 2006 . Microwave‐assisted rapid and straightforward synthesis of 2‐aryl‐4‐quinolones from acylated 2‐aminoacetophenones . Tetrahedron Lett. , 47 : 6997 – 6999 .
   Web of Science ®Google Scholar
• Tan , W. , Zhao , B.‐X. , Sha , L. , Jiao , P.‐F. , Wan , M.‐S. , Su , L. and Shin , D.‐S. 2006 . Microwave‐assisted ring opening of epoxides in solvent‐free conditions . Synth. Commun. , 36 : 1353 – 1359 .
   Web of Science ®Google Scholar
• Du , A.‐Y. , Zhao , B.‐X. , Yin , D.‐L. , Zhang , S.‐L. and Miao , J.‐Y. 2006 . Safrole oxide induces apoptosis by activating caspase‐3, ‐8, and ‐9 in A549 human lung cancer cells . Bioorg. Med. Chem. Lett. , 16 : 81 – 83 .
   PubMed Web of Science ®Google Scholar
• Du , A.‐Y. , Zhao , B.‐X. , Zhang , S.‐L. and Miao , J.‐Y. 2005 . Discovery of a novel small molecule, 1‐ethoxy‐3‐(3,4‐methylenedioxyphenyl)‐2‐propanol, that induces apoptosis in A549 human lung cancer cells . Bioorg. Med. Chem. , 13 : 4176 – 4183 .
   PubMed Web of Science ®Google Scholar
• Zhao , B.‐X. , Du , A.‐Y. , Miao , J.‐Y. , Zhao , K.‐W. and Du , C.‐Q. 2003 . Effects of novel safrole oxide derivatives, 1‐methoxy‐3‐(3,4‐methylenedioxyphenyl)‐2‐propanol and 1‐ethoxy‐3‐(3,4‐methylenedioxyphenyl)‐2‐propanol, on apoptosis induced by deprivation of survival factors in vascular endothelial cells . Vasc. Pharmacol. , 40 : 183 – 187 .
   PubMed Web of Science ®Google Scholar
• Du , A.‐Y. , Zhao , B.‐X. , Miao , J.‐Y. , Yin , D.‐L. and Zhang , S.‐L. 2006 . Safrole oxide induces apoptosis by up‐regulating Fas and FasL instead of integrin ?4 in A549 human lung cancer cells . Bioorg. Med. Chem. , 14 : 2438 – 2445 .
   PubMed Web of Science ®Google Scholar
• Sha , L. , Zhao , B.‐X. , Fan , C.‐D. , Tan , W. , Li , X. and Miao , J.‐Y. 2006 . Synthesis and primary evaluation of lung cancer cell growth inhibitory activity of novel 3‐arylmethyl‐5‐aroxymethylbutyrolactones . Chin. J. Org. Chem. , 26 : 537 – 541 .
   Google Scholar
• Tan , W. , Zhao , B.‐X. , Shi , M. , Sha , L. , Miao , J.‐Y. and Shin , D.‐S. 2006 . Facile synthesis and evaluation of cell A549 growth inhibitory activity of 4‐aryl‐6‐aryloxymethylmorpholin‐3‐one derivatives . Chin. J. Chem. , 24 : 396 – 400 .
   Google Scholar
• Jiao , P.‐F. , Zhao , B.‐X. , Wang , W.‐W. , He , Q.‐X. , Wan , M.‐S. , Shin , D.‐S. and Miao , J.‐Y. 2006 . Design, synthesis, and preliminary biological evaluation of 2,3‐dihydro‐3‐hydroxymethyl‐1,4‐benzoxazine derivatives . Bioorg. Med. Chem. Lett. , 16 : 2862 – 2867 .
   PubMed Web of Science ®Google Scholar
• Glas , H. and Thiel , W. R. 1998 . Microwave assisted synthesis of chiral imidazolyl and pyrazolyl alcohols . Tetrahedron Lett. , 39 : 5509 – 5510 .
   Google Scholar
• Wei , F. , Zhao , B.‐X. , Huang , B. , Zhang , L. , Sun , C.‐H. , Dong , W.‐L. , Shin , D.‐S. and Miao , J.‐Y. 2006 . Design, synthesis, and preliminary biological evaluation of novel ethyl 1‐(20‐hydroxy‐30‐aroxypropyl)‐3‐aryl‐1H‐pyrazole‐5‐carboxylate . Bioorg. Med. Chem. Lett. , 16 : 6342 – 6347 .
   PubMed Web of Science ®Google Scholar