Sodium borohydride reduction of aromatic carboxylic acids via methyl esters

Journal of Chemical Sciences

Volumn 118, Issue 5, 2006, Pages 419-423

  Saeed, Aamer ^a   Ashraf, Zaman ^a  

^a QUAID I AZAM UNIVERSITY   (Pakistan)

Author keywords

Aromatic methyl esters; Reduction; Sodium borohydride

Indexed keywords

AROMATIC METHYL ESTERS; NITRO FUNCTIONS; SODIUM BOROHYDRIDE;

ALUMINUM COMPOUNDS; ESTERS; HYDRIDES; METHANOL; SODIUM COMPOUNDS;

CARBOXYLIC ACIDS;

EID: 33749638422     PISSN: 02534134     EISSN: None     Source Type: Journal    
DOI: 10.1007/BF02711452     Document Type: Article

References (41)

1. Brown H C and Krishnamurthy R 1979 Tetrahedron 35 567;
2. Brown H C, Narasimhan S and Choi Y M 1982 J. Org. Chem. 47 4702;
3. Paquette L A, Burke S D and Danheiser R L 1999 In Handbook of reagents for organic synthesis: Oxidizing and reducing reagents (New York: John Wiley and Sons) pp 199-204
4. Seyden-Penne J 1997 Reductions by alumino and borahydride in organic synthesis 2nd edn (New York: Wiley-VCH)
5. Periasamy M and Tirumalaikumar M 2000 J. Organomet. Chem. 60 9
6. Aoki Y, Suzuki H and Akano S 1975 US Pat. 3,876,656;
7. 1974 Chem. Abstr. 80 95951z;
8. Outten R A 1998 Biotin. In Kirk-Othmer encyclopedia of chemical technology 24 3701
9. Balkenhohl F and Paust J 1996 US 5,530,143; Chem. Abstr. 124 194262j
10. Nakata T, Tani Y, Hatozaki M and Oishi T 1984 Chem. Pharm. Bull. 32 1411;
11. Gensler W J, Johnson F and Slaon A D B 1960 J. Am. Chem. Soc. 82 6074;
12. Crabbe P, Garcia G A and Rius C 1973 J. Chem. Soc., Perkin Trans. 1 810
13. Chen K M, Hardtmann G E, Prasad K, Repic O and Shapiro M 1987 Tetrahedron Lett. 28 155;
14. Narasaka K and Pai F C 1984 Tetrahedron 40 2233
15. Stoner E J, Cooper A J, Dickman D A, Kotaczkowski L, Lallaman J E, Liu J.-H, Oliver-Shaffer P A, Patel K M, Paterson J B Jr, Plata D J, Riley D A. Sham H L, Stengel P J and Tien J-H J 2000 Org. Process Res. Dev. 4 264;
16. Berakes D, Kolarovic A and Povazanec F 2000 Tetrahedron Lett. 41 5257
17. Luche J-L 1978 J. Am. Chem. Soc. 100 2226
18. Periasamy M and Thirumalaikumar M 2000 J. Organometal. Chem. 609 137;
19. Prasad A B S, Kanth J V B and Periasamy M 1992 Tetrahedron 48 4623;
20. Yamakawa T, Masaki M and Nohira H 1991 Bull. Chem. Soc. Jpn. 64 2730;
21. Chaikin S W and Brown W G 1949 J. Am. Chem. Soc. 71 122
22. Brown H C and Krishnamurthy S 1979 Tetrahedron 35 567;
23. Aicher T D, Buszek K R, Fang F G, Forsyth C J, Jung S H, Kishi Y, Matelich M C, Ireland R E, Armstrong J D III, Lebreton J, Meissner R S and Rizzacasa M A 1993 J. Am. Chem. Soc. 115 7152
24. Brown H C and Subba Rao B C 1955 J. Am. Chem. Soc. 77 3164
25. Guida W C, Entreken E E and Guida A R 1984 J. Org. Chem. 49 3024
26. Daluge S M, Martin M T, Sickles R B and Living-stone D A 2000 Nucleosides Nucleotides Nucleic Acids 19297
27. Prasad A B S, Kanth J V B and Periasamy M 1992 Tetrahedron 48 4623;
28. Boechat N, Santos da Costa J C, de Souza Mendonc J, Santos M P, de Oliveira and De Souza M V N 2004 Tetrahedron Lett. 45 6021
29. Brown M S and Rapoport H 1963 J. Org. Chem. 28 3261
30. Manchand P S, Townsend J M, Belica P S and Wong H S 1980 Synthesis 5 409
31. Saeed A, Rama N H and Arfan M 2003 J. Heterocycl. Chem. 40 519;
32. Saeed A 2003 Helv. Chim. Acta 86 377
33. Saeed A and Rama N H 1994 J. Sci. I.R. Iran 5 173;
34. Dean F M, Staunton J and Whalley W B 1959 J. Chem. Soc. 3004
35. Barash M and Osbond J M 1959 J. Chem. Soc. 2157;
36. Miyake A, Tada N and Oka Y 1982 J. Takeda Res. Lab. 41 14
37. Hunter J H and Hogg J A 1949 J. Am. Chem. Soc. 71 1922
38. Saeed A and Ashraf Z 2005 Nat. Prod. Res. (in press)
39. Seitz L E, Suling W J and Reynolds R C 2002 J. Med. Chem. 45 5604
40. Kawase M, Sinhababu A K and Borchardt R T 1990 Chem. Pharm Bull. 38 2939
41. Mizuno M, Hamada M, Ida T, Suhara M and Hashimotoa M 2002 Z. Naturforschung. A57 388