Ferric(III) chloride-promoted efficient thiocyanation of arylalkenes: A facile synthesis of dithiocyanates

Synthesis

Volumn , Issue 12, 2004, Pages 1983-1986

  Yadav, J S ^a   Reddy, B V S ^a   Gupta, Manoj Kumar ^a  

^a INDIAN INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

Author keywords

Alkenes; Dithiocyanates; Oxidative radical addition

Indexed keywords

CHEMOSELECTIVITY; FERRIC(III) CHLORIDE;

CATALYSIS; ENVIRONMENTAL IMPACT; IRON COMPOUNDS; OXIDATION;

OLEFINS;

ALKENE DERIVATIVE; FERRIC CHLORIDE; THIOCYANATE POTASSIUM; THIOCYANIC ACID DERIVATIVE;

ARTICLE; CATALYST; REACTION ANALYSIS; REACTION TIME; SYNTHESIS;

EID: 4444368199     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2004-829150     Document Type: Article

References (17)

1. (a) Wood, J. L. In Organic Reactions, Vol. 3; Wiley: New York, 1967, 240-266.
2. (b) Kelly, T. R.; Kim, M. H.; Curtis, A. D. M. J. Org. Chem. 1993, 58, 5855.
3. (a) Wood, J. L. Organic Reactions, Vol. 3; Adams, R., Ed.; John Wiley & Sons: New York, 1946, Chap. 6.
4. (b) Guy, R. G. In The Chemistry of Cyanates and their Thio Derivatives, Part 2; Patai, S., Ed.; Wiley. New York, 1977, Chap. 18, 819.
5. (a) Toste, F. D.; Laronde, F.; Still, W. J. Tetrahedron Lett. 1995, 36, 2949.
6. (b)Grant, M. S.; Snyder, H. R. J. Am. Chem. Soc. 1960, 82, 2742.
7. Acetoxythiocyanation of alkenes: Mico, A. D.; Margarita, R.; Mariani, A.; Piancatelli, G. Chem. Commun. 1997, 1237.
8. Preparation of dithiocyanates: (a) Mico, A. D.; Margarita, R.; Mariani, A.; Piancatelli, G. Tetrahedron Lett. 1996, 37, 1889. (b) See also: Bruno, M.; Margarita, R.; Parlanti, L.; Piancatelli, G.; Trifoni, M. Tetrahedron Lett. 1998, 39, 3847. (c) See also: Nair, V.; Nair, L. G. Tetrahedron Lett. 1998, 37, 4585.
9. Preparation of dithiocyanates: (a) Mico, A. D.; Margarita, R.; Mariani, A.; Piancatelli, G. Tetrahedron Lett. 1996, 37, 1889. (b) See also: Bruno, M.; Margarita, R.; Parlanti, L.; Piancatelli, G.; Trifoni, M. Tetrahedron Lett. 1998, 39, 3847. (c) See also: Nair, V.; Nair, L. G. Tetrahedron Lett. 1998, 37, 4585.
10. Preparation of dithiocyanates: (a) Mico, A. D.; Margarita, R.; Mariani, A.; Piancatelli, G. Tetrahedron Lett. 1996, 37, 1889. (b) See also: Bruno, M.; Margarita, R.; Parlanti, L.; Piancatelli, G.; Trifoni, M. Tetrahedron Lett. 1998, 39, 3847. (c) See also: Nair, V.; Nair, L. G. Tetrahedron Lett. 1998, 37, 4585.
11. (a) Iodothiocyanation of alkenes: Woodgate, P. T.; Lee, H. H.; Rutledge, P. S. Tetrahedron Lett. 1976, 1531.
12. (b) α-Ketothiocyanation: Nair, V.; Nair, L. G.; George, T. G.; Augustine, A. Tetrahedron 2000, 56, 7607.
13. (a) Christoffers, J. J. Chem. Soc., Perkin Trans. 1 1997, 3141.
14. (b) Christoffers, J.; Oertling, H. Tetrahedron 2000, 56, 1339.
15. (c) Lu, J.; Ma, H. Synlett 2000, 63.
16. (d) Masson, C.; Soto, J.; Bessodes, M. Synlett 2000, 1281.
17. (e) Chibiryaev, A. M.; Kimpe, N. D.; Tkachev, A. V. Tetrahedron Lett. 2000, 41, 8011.