An efficient synthesis of flavans from salicylaldehyde and acetophenone derivatives

Tetrahedron Letters

Volumn 52, Issue 50, 2011, Pages 6716-6718

  Mazimba, Ofentse ^a   Masesane, Ishmael B ^a   Majinda, Runner R ^a  

^a UNIVERSITY OF BOTSWANA   (Botswana)

Author keywords

Acetophenone; Aldol condensation; Flavan; Reduction; Salicylaldehyde

Indexed keywords

ACETIC ACID; ACETOPHENONE DERIVATIVE; CHALCONE; FLAVAN DERIVATIVE; SALICYLALDEHYDE;

ARTICLE; CHEMICAL REACTION; CYCLIZATION; SYNTHESIS;

EID: 80755140536     PISSN: 00404039     EISSN: 18733581     Source Type: Journal    
DOI: 10.1016/j.tetlet.2011.09.147     Document Type: Article

References (12)

1. A.F. Abdel-Razik, M.I. Nassar, E.D.A. El-Khrisy, A.A.M. Dawidar, and T.J. Mabry Fitoterapia 76 2005 762 764
2. T. Morikawa, F.M. Xu, H. Matsuda, and M. Yoshikawa Chem. Pharm. Bull. 54 2006 1530 1534
3. L.J. Li, Y. Zhang, P. Zhang, H.F. Pi, H.L. Ruan, and J.Z. Wu J. Asian Nat. Prod. Res. 13 2011 367 372
4. K.J. Hodgetts Tetrahedron 61 2005 6860 6870
5. K. Oyama, and T. Kondo J. Org. Chem. 69 2004 5240 5246
6. T.G.C. Bird, B.R. Brown, I.A.A. Stuart, and W.R. Tyrrell J. Chem. Soc., Perkin Trans.1 1983 1831 1846
7. L. Zhang, W. Zhang, E. Ma, L. Wu, K. Bao, X. Wang, Y. Wang, and H. Song Arch. Pharm. Chem. Life Sci. 340 2007 650 655
8. J. Xue, X. Zhang, X. Cheng, Y. Zhang, and Y. Li Synth. Commun. 33 2003 3527 3536
9. J.P.J. Marais, D. Ferreira, and D. Slade Phytochemistry 66 2005 2145 2176
10. M.R. Johnson, and B. Rickborn J. Org. Chem. 35 1970 1041 1045
11. 4. After filtration, the solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography eluting with petroleum ether-EtOAc (v/v, 4:1) to give flavan 1 (710 mg, 71%).
12. 14O requires 210.1045.