Synthesis of substituted salicylamines and dihydro-2H-1,3-benzoxazines

Tetrahedron

Volumn 63, Issue 40, 2007, Pages 9997-10002

  Anwar, Hany F ^a   Skattebøl, Lars ^a   Hansen, Trond Vidar ^a  

^a UNIVERSITY OF OSLO   (Norway)

Author keywords

[No Author keywords available]

Indexed keywords

AMINE; BENZOXAZINE DERIVATIVE; BENZYLAMINE DERIVATIVE; DIHYDRO 2H 1,3 BENZOXAZINE DERIVATIVE; IMINE; MANNICH BASE; PHENOL DERIVATIVE; SALICYLALDEHYDE; SALICYLAMINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL REACTION; CHEMICAL STRUCTURE; MANNICH REACTION; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; SYNTHESIS;

EID: 34547962633     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2007.07.064     Document Type: Article

References (25)

1. Thompson B.B. J. Pharm. Sci. 57 (1968) 715-733
2. Burckhalter J.H., Tendick F.H., Jones E.M., Jones P.A., Holcomb W.F., and Rawlins A.L. J. Am. Chem. Soc. 70 (1948) 1363-1373
3. Iraidoiva I.S., Molodykh Z.V., Kudryavtseva L.A., Zotova A.M., Ryzhkina I.S., Shagidullina R.A., and Ivanov B.E. Fiziologicheski Aktivnye Veshchestva 19 (1987) 30-33
4. Jensen N. P.; Chang, M. N. Eur. Pat. Appl. EP 82-111258, 1983;
5. Pandeya S.N., Lakshmi V.S., and Pandey A. Ind. J. Pharm. Sci. 65 (2003) 213-222
6. Mannich C. Arch. Pharm. 255 (1917) 261-276
7. Tramontini M. Synthesis (1973) 703-775
8. Tramontini M., and Luigi A. Tetrahedron 46 (1990) 1791-1837
9. Arend M., Westermann B., and Risch N. Angew. Chem., Int. Ed. 37 (1998) 1045-1070
10. Kobayashi S., and Ueno M. Comprehensive Asymmetric Catalysis: Supplement 1 (2004), Springer, Berlin pp 143-150
11. Baekeland L.H. J. Ind. Eng. Chem. 1 (1909) 149-161
12. When 2-chloro phenol was treated with 37% aqueous formaldehyde and 2-bromo aniline at room temperature, <10% yield of the Mannich product was obtained together with the corresponding polymeric material.
13. Pochini A., Puglia G., and Ungaro R. Synthesis (1983) 906-907
14. Bream R.N., Ley S.V., and Procopiou P.A. Org. Lett. 4 (2002) 3793-3796
15. Hofsløkken N.U., and Skattebøl L. Acta Chem. Scand. 53 (1999) 258-262
16. Hansen T.V., and Skattebøl L. Org. Synth. 82 (2005) 64-68
17. Hansen T.V., and Skattebøl L. Tetrahedron Lett. 46 (2005) 3829-3830
18. Hansen T.V., and Skattebøl L. Tetrahedron Lett. 46 (2005) 3357-3358
19. Odlo K., Klaveness J., Rongved P., and Hansen T.V. Tetrahedron Lett. 47 (2006) 1101-1103
20. Anwar H.F., Skattebøl L., Skramstad J., and Hansen T.V. Tetrahedron Lett. 46 (2005) 5285-5287
21. Mathieu J., and Weill-Raynal J. Formation of C-C Bonds Vol. 1 (1973), George Thieme, Stuttgart pp 95-103
22. Green R.W., and Sleet R.J. Aust. J. Chem. 22 (1969) 917-919
23. Sicker D., and Schulz M. Stud. Nat. Prod. Chem. 27 (2002) 185-232
24. Miyoshi N., and Osaka M.D.K.K. Nippon Kagaku Zasshi 80 (1959) 321-323
25. Miyoshi N., and Osaka M.D.K.K. Nippon Kagaku Zasshi 80 (1959) 324-326