Highly Efficient and Green Synthesis of Flavanones and Tetrahydroquinolones

REFERENCES

• Shimokororiyama , M. In The Chemistry of Flavonoid Compounds ; T. A. Geissman (Ed.); Pergamon : New York , 1962 ; p. 286 .
   Google Scholar
• Liu , T. ; Ying , H. Z. ; Lin , G. ; Hu , Y. Z. Efficient one-pot synthesis of hydroxyflavanones by cyclization and o-demethylation of methoxychalcones . Synth. Commun. 2008 , 38 , 1815 – 1821 .
   Web of Science ®Google Scholar
• Dong , X. W. ; Liu , T. ; Gao , Y. P. ; Chen , J. ; Hu , Y. Z. One-pot synthesis of 3-benzylflavones . Synth. Commun. 2009 , 39 , 3722 – 3730 .
   Web of Science ®Google Scholar
• Rateb , N. M. ; Zohdi , H. F. Atom-efficient, solvent-free, green synthesis of chalcones by grinding . Synth. Commun. 2009 , 39 , 2789 – 2794 .
   Web of Science ®Google Scholar
• Bhattacharya , R. N. ; Kundu , P. ; Maiti , G. Antimony trichloride: An efficient and mild catalyst for cyclization of 2-aminochalcones to the corresponding 2-aryl-2,3-dihydroquinolin-4(1H)-ones . Synth. Commun. 2010 , 40 , 476 – 481 .
   Web of Science ®Google Scholar
• Muthukrishnan , M. ; Mujahid , M. ; Punitharasu , V. ; Dnyaneshwar , D. A. Simple and efficient synthesis of 2-aryl-2,3-dihydroquinolin-4(1H)-ones using silica chloride as a new catalyst under solvent-free conditions . Synth. Commun. 2010 , 40 , 1391 – 1398 .
   Web of Science ®Google Scholar
• Jiang , H. Y. ; Zheng , X. X. ; Yin , Z. Y. ; Xie , J. J. An efficient catalytic synthesis of flavanones under green conditions . J. Chem. Res. 2011 , 220 – 221 .
   Web of Science ®Google Scholar
• Tanaka , K. ; Sugino , T. Efficient conversion of 2′-hydroxychalcones into flavanones and flavanols in a water suspension medium . Green Chem. 2001 , 3 , 133 – 134 .
   Web of Science ®Google Scholar
• Goud , B. S. ; Panneerselvam , K. ; Zacharias , D. E. ; Desiraju , G. R. Intramolecular michael-type addition in the solid state . J. Chem. Soc., Perkin Trans. 1995 , 2 , 325 – 330 .
   Google Scholar
• Sanicanin , Z. ; Tabakovic , I. Electrochemical transformations of 2′-hydroxychalcones into flavanoids . Tetrahedron Lett. 1986 , 27 , 407 – 408 .
   Web of Science ®Google Scholar
• Maki , Y. ; Shimada , K. ; Sakoand , M. ; Hirota , K. Photo-oxidative cyclisation of 2′-hydroxychalcones leading to flavones induced by heterocycle n -oxides: High efficiency of pybimido[54- g ]pteridine n -oxide for the photochemical dehydrogenation . Tetrahedron 1988 , 44 , 3187 – 3194 .
   Web of Science ®Google Scholar
• Kumar , D. ; Patel , G. ; Kumar , A. ; Roy , R. K. Ionic liquid–catalyzed expeditious synthesis of 2-aryl-2,3-dihydroquinolin-4(1H)-ones and 2-aryl-2,3-dihydro-4H- chromen-4-ones under microwave irradiation . J. Heterocyclic Chem. 2009 , 46 , 791 – 795 .
   Web of Science ®Google Scholar
• Deodhar , M. ; Black , D. S. ; Kumar , N. Acid-catalyzed stereoselective rearrangement and dimerization of flavenes: Synthesis of dependensin . Tetrahedron 2007 , 63 , 5227 – 5235 .
   Web of Science ®Google Scholar
• Obniska , J. ; Kaminski , K. ; Skrzynska , D. ; Pichor , J. Synthesis and anticonvulsant activity of new N-[(4-arylpiperazin-1-yl)-alkyl] derivatives of 3-phenyl-pyrrolidine-2,5-dione . Eur. J. Med. Chem. 2009 , 44 , 2224 – 2233 .
   PubMed Web of Science ®Google Scholar
• Ding , Y. ; Yang , G. F. Syntheses and fugicidal activity of flavanone derivatives with substitution in B cycle . Chin. J. of Appl. Chem. 2001 , 18 , 785 – 789 .
   Google Scholar
• Kumar , K. H. ; Perumal , P. T. A simple and facile solventless procedure for the cyclization of 2′-amino- and 2′-hydroxy-chalcones using silica-supported sodium hydrogen sulphate as heterogeneous catalyst . Can. J. Chem. 2006 , 84 , 1079 – 1083 .
   Web of Science ®Google Scholar
• Imafuku , K. ; Honda , M. ; McOmie , J. F. W. Cyclodehydrogenation of 2′-hydroxychalcones with DDQ: A simple route for flavones and aurones . Synthesis 1987 , 199 – 201 .
   Web of Science ®Google Scholar
• Li , J. J. ; Jin , L. Y. ; Yu , C. M. ; Su , W. K. The cyclisation of 2′-aminochalcones using silica-supported Yb(OTf)3 under solvent-free conditions . J. Chem. Res. 2009 , 170 – 173 .
   Web of Science ®Google Scholar