Direct N-vinylation of aryl and hetaryl carboxamides with trimethoxyvinylsilane

Tetrahedron Letters

Volumn 49, Issue 36, 2008, Pages 5255-5257

  Arsenyan, Pavel ^a   Petrenko, Alla ^a   Belyakov, Sergey ^a  

^a LATVIAN INSTITUTE OF ORGANIC SYNTHESIS   (Latvia)

Author keywords

[No Author keywords available]

Indexed keywords

BENZAMIDE DERIVATIVE; COPPER ACETATE; N VINYL 3,4,5 TRIMETHOXYBENZAMIDE; N VINYL ISONICOTINAMIDE; NICOTINAMIDE DERIVATIVE; SILANE DERIVATIVE; TRIMETHOXYVINYLSILANE;

ARTICLE; CATALYST; CHELATION; CHEMICAL REACTION; QUANTUM YIELD; SYNTHESIS;

EID: 47549097339     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2008.06.117     Document Type: Article

References (18)

1. Ley S.V., and Thomas A.W. Angew. Chem., Int. Ed. 42 (2003) 5400-5446
2. Lam P.Y.S., Clark C.G., Saubern S., Adams J., Averill K., Chan D.M.T., and Combs A.P. Synlett (2000) 674-676
3. Lam P.Y.S., Clark C.G., Saubern S., Adams J., Winters M.P., Chan D.M.T., and Combs A. Tetrahedron Lett. 39 (1998) 2941-2944
4. Evans D.A., Katz J.L., and West T.R. Tetrahedron Lett. 39 (1998) 2937-2940
5. Chan D.M.T., Monaco K.L., Wang R.-P., and Winters M.P. Tetrahedron Lett. 39 (1998) 2933-2936
6. Lam P.Y.S., Deudon S., Hauptman E., and Clark C.G. Tetrahedron Lett. 42 (2001) 2427-2429
7. Lam P.Y.S., Vincent G., Bonne D., and Clark C.G. Tetrahedron Lett. 43 (2002) 3091-3094
8. Jiang L., Job G.E., Klapars A., and Buchwald S.L. Org. Lett. 5 (2003) 3667-3669
9. Schulz R.C., and Hartmann H. Monatsh. Chem. 92 (1961) 303-309
10. Ben-Ishai D., and Giger R. Tetrahedron Lett. (1965) 4523-4526
11. Jendrzejewski S., and Steglich W. Chem. Ber. 114 (1981) 1337-1342
12. Matsuo J.-I., Kozai T., and Ishibashi H. Org. Lett. 8 (2006) 6095-6098
13. 2S: C, 51.87; H, 5.99; N, 7.56; S, 17.31. Found: C, 51.87; H, 6.02; N, 7.58; S, 17.25.
14. max = 55°) were collected at room temperature. For structure refinement, 762 reflections with I ≥ 2σ(I) were used. The final R-factor is 0.068. For further details, see crystallographic data for 14a and 14b deposited with the Cambridge Crystallographic Data Centre as Supplementary Publication Numbers CCDC 676987 and 676988.
15. Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C., Guagliardi A., Moliterni A.G.G., Polidori G., and Spagna R. J. Appl. Crystallogr. 32 (1999) 115-119
16. Mishnev A.F., and Belyakov S.V. Krystallografia 33 (1988) 835
17. Maskay, S.; Gilmore, C. J.; Edwards, C.; Stewart, N.; Shankland, K. maxus. Computer Program for the Solution and Refinement of Crystal Structures. Bruker Nonius, The Netherlands; MacScience, Japan; The University of Glasgow, 1999.
18. Sheldrick, G. M. shelxl97, Program for Crystal Structure Solution, University of Göttingen, Germany, 2000.