Synthesis of tetrasubstituted pyridines by the acid-catalysed Bohlmann –Rahtz reaction

Journal of the Chemical Society. Perkin Transactions 1

Volumn 2, Issue 14, 2002, Pages 1663-1671

  Bagley, Mark C ^a   Brace, Christian ^a   Dale, James W ^a   Ohnesorge, Maren ^a   Phillips, Nathan G ^a   Xiong, Xin ^a   Bower, Justin ^b  

^a CARDIFF UNIVERSITY   (United Kingdom)

^b RiboTargets Ltd   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

ACETIC ACID; ADDITION REACTIONS; CATALYSIS; DEHYDRATION; LOW TEMPERATURE EFFECTS; PURIFICATION; SUBSTITUTION REACTIONS; SYNTHESIS (CHEMICAL);

BOHLMANN-RAHTZ REACTION; CYCLODEHYDRATION; LOWER REACTION TEMPERATURE; MICHAEL ADDITION; PYRIDINES; TETRASUBSTITUTED PYRIDINES;

ORGANIC COMPOUNDS;

EID: 0035996944     PISSN: 14727781     EISSN: 13645463     Source Type: Journal    
DOI: 10.1039/b203397f     Document Type: Article

References (19)

1. H.J. Roth and A. Kleemann, Pharmaceutical Chemistry. Volume 1: Drug Synthesis; John Wiley Sons, New York, 1988.
2. T. Henkel, R.M. Brunne, H. Müller, F. Reichel Angew. Chem., Int. Ed. Engl. 1999, 38, 643.
3. F. Bohlmann, D. Rahtz Chem. Ber. 1957, 90, 2265.
4. C.J. Moody, M.C. Bagley Synlett 1998, 361.
5. C.J. Moody, M.C. Bagley Chem. Commun. 1998, 2049.
6. M.C. Bagley, K.E. Bashford, C.L. Hesketh, C.J. Moody J. Am. Chem. Soc. 2000, 122, 3301.
7. R.M. Adlington, J.E. Baldwin, D. Catterick, G.J. Pritchard, L.T. Tang J. Chem. Soc., Perkin Trans. 1 2000, 2311.
8. M.C. Bagley, D.D. Hughes, R. Lloyd, V.E.C. Powers Tetrahedron Lett. 2001, 42, 6585.
9. M.C. Bagley, J.W. Dale, J. Bower Synlett 2001, 1149.
10. M.C. Bagley, J.W. Dale, D.D. Hughes, M. Ohnesorge, N.G. Phillips, J. Bower Synlett 2001, 1523.
11. M. Frigerio, M. Santagostino Tetrahedron Lett. 1994, 35, 8019.
12. M. Frigerio, M. Santagostino, S. Sputore J. Org. Chem. 1999, 64, 4537.
13. T. Wirth Angew. Chem., Int. Ed. 2001, 40, 2812.
14. G. Bram, M. Vilkas Bull. Soc. Chim. Fr. 1964, 945.
15. P.G. Baraldi, D. Simoni, S. Manfredini Synthesis 1983, 902.
16. M. Iwanami, T. Shibanuma, M. Fujimoto, R. Kawai, K. Tamazawa, T. Takenaka, K. Takahashi, M. Murakami Chem. Pharm. Bull. 1979, 27, 1426.
17. C.C. Chiu, F. Jordan J. Org. Chem. 1994, 59, 5763.
18. J. Fetter, I. Nagy, L.T. Giang, M. Kajtár-Peredy, A. Rockenbauer, L. Korecz, G. Czira J. Chem. Soc., Perkin Trans. 1 2001, 1131.
19. K. Singh, J. Singh, H. Singh Tetrahedron 1998, 54, 935.