One‐Pot Synthesis of 2‐Amino‐4‐aryl‐3‐carbalkoxy‐7,7‐dimethyl‐5,6,7,8‐tetrahydrobenzo[b]pyran Derivatives Catalyzed by KF/Basic Al₂O₃ Under Ultrasound Irradiation

References

• Foye , W. O. 1991 . Principi Di Chimica farmaceutica Piccin 416 Italy : Padova .
   Google Scholar
• Andreani , L. L. and Lapi , E. 1960 . On some new esters of coumarin‐3‐carboxylic acid with balsamic and bronchodilator action . Boll. Chim. Farm. , 99 : 583 – 586 .
   PubMedGoogle Scholar
• Bonsignore , L. , Loy , G. , Secci , D. and Calignano , A. 1993 . Synthesis and pharmacological activaty of 2‐oxo‐(2H)‐1‐benzopyran‐3‐carboxamide derivatives . Eur. J. Med. Chem. , 28 : 517 – 520 .
   Web of Science ®Google Scholar
• Armetso , D. , Horspool , W. M. , Martin , N. , Ramos , A. and Seaone , C. 1989 . Synthesis of cyclobutenes by the novel photochemical ring contraction of 4‐substituted–2‐amino‐3,5‐dicyano‐6‐phenyl‐4H‐pyrans . J. Org. Chem. , 54 : 3069 – 3072 .
   Web of Science ®Google Scholar
• Hafez , E. A.A. , Elnagdi , M. H. , Elagamey , A. G.A. and Ei‐Taweel , F. M.A.A. 1987 . Nitriles in heterocyclic synthesis: novel synthesis of benzo[c]coumarin and of benzo[c]pyrano[3,2‐c]quinoline derivatives . Heterocycles , 26 : 903 – 907 .
   Web of Science ®Google Scholar
• Hatakeyzma , S. , Ochi , N. , Numata , H. and Takano , S. 1988 . A new route to substituted 3‐methoxycarbonyldihydropyrans . J. Chem. Soc. Chem. Commun. , : 1202 – 1204 .
   Google Scholar
• Cingolani , G. M. , Gualtieri , F. and Pigini , M. 1969 . Researches in the field of antiviral compounds. Mannich Bases of 3‐hydroxycoumarin . J. Med. Chem. , 12 : 531 – 532 .
   PubMed Web of Science ®Google Scholar
• O'Callaghan , C. N. and McMurry , T. B.H. 1995 . Synthetic reactions of methyl 2‐(2‐amino‐3‐methoxy‐carbonyl‐4H‐1‐benzopyran‐4‐yl)‐2‐cyanoethanoate . J. Chem. Res (S). , : 214
   Web of Science ®Google Scholar
• Elnagdi , M. H. , Aal , F. A.M.A. and Yassin , Y. M. 1989 . Synthesis of condensed 4H‐pyrans: the reaction of 1,1‐dimethyl‐3,5‐cyclohexanedione with cinnamonitriles . J. Prakt. Chem. , 331 : 971 – 976 .
   Google Scholar
• Hassanien , A. A. , Zahran , M. A. , El‐Gaby , M. S.A. and Ghorab , M. M. 1999 . Utility of 2‐amino‐4,5,8‐tetrahydro‐7H‐chromene‐3‐carbonitriles in synthesis of chromeno[2,3‐d]pyrimidine and chromeno[3,2‐e][1,2,4]thiazolo[1,5‐c]pyrimidine derivatives of pharmaceutical interest . J. Indian Chem. Soc. , 76 : 350 – 354 .
   Web of Science ®Google Scholar
• Wang , X. S. , Shi , D. Q. , Tu , S. J. and Yao , C. S. 2003 . A convenient synthesis of 5‐oxo‐5, 6, 7, 8‐tetrahydro‐4H‐benzo[b]pyran derivatives catalyzed by KF‐alumina . Synth. Commun. , 33 : 119 – 126 .
   Web of Science ®Google Scholar
• Tu , S. J. , Wang , H. , Feng , J. Q. , Tang , A. L. and Feng , J. C. 2001 . A convenient synthesis of 2‐amino‐5,6,7,8‐tetrahydro‐5‐oxo‐4‐aryl‐7,7‐dimethyl‐4H‐benzo[b]pyran‐3‐ethylcarboxylates under microwave irradiation . Synth. Commun. , 31 : 2663 – 2666 .
   Web of Science ®Google Scholar
• Li , J. T. , Han , J. F. , Yang , J. H. and Li , T. S. 2003 . An efficient synthesis of 3,4‐dihydropyrimidin‐2‐ones catalyzed by NH2SO3H under ultrasound irradiation . Ultrason. Sonochem. , 10 : 119 – 122 .
   PubMed Web of Science ®Google Scholar
• Li , J. T. , Yang , W. Z. , Chen , G. F. and Li , T. S. 2003 . A facile synthesis of α, α‐bis(substituted benzylidene) cycloalkanones catalyzed by KF/Al2O3 under ultrasound irradiation . Synth. Commun. , 33 : 2619 – 2625 .
   Web of Science ®Google Scholar
• Blass , B. E. 2002 . KF/Al2O3 Mediated organic synthesis . Tetrahedron , 58 : 9301 – 9320 .
   Web of Science ®Google Scholar
• Li , J. T. , Chen , G. F. , Xu , W. Z. and Li , T. S. 2002 . Michael reaction catalyzed by KF/Al2O3 under ultrasound irradiation . Ultrason. Sonochem. , 10 : 115 – 118 .
   Web of Science ®Google Scholar