Rapid dehydrosulfenylation of sulfoxides under microwave irradiation

Tetrahedron Letters

Volumn 37, Issue 11, 1996, Pages 1855-1858

  Matloubi Moghaddam, Firouz ^a   Ghaffarzadeh, Mohammad ^a  

^a SHARIF UNIVERSITY OF TECHNOLOGY   (Iran)

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; MICROWAVE RADIATION; REACTION ANALYSIS; TECHNIQUE;

EID: 0029877413     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)00135-9     Document Type: Article

References (17)

1. a) Fleming, I. , Chem. Ind. (London) 1975 , 449.
2. b) Field, L., Synthesis 1978 , 713.
3. c) Block, E., Reactions of Organosulfur Compounds , Academic press: New York, 1978.
4. d) Solladie', G., Synthesis 1981 , 185.
5. Buckle, D.R.; Pinto, I.L. in Comprehensive Organic Synthesis ; Trost, B.M., Ed.; Pergamon: . New York, 1993 pp 119-149 , see also Trost, B. M., Chem. Rev. 1978 , 4 , 363.
6. Buckle, D.R.; Pinto, I.L. in Comprehensive Organic Synthesis ; Trost, B.M., Ed.; Pergamon: . New York, 1993 pp 119-149 , see also Trost, B. M., Chem. Rev. 1978 , 4 , 363.
7. Wallance, T.J. ; Hofmann, J.E. ; Schriesheim, A. , J. Am. Chem. Soc. 1963, 85 , 2739.
8. Trost, B. M. ; Salzmann, T. N. , J. Am. Chem. Soc. 1973 , 95, 6840.
9. Solladie', G. ; Zimmermann, R. G. , Tetrahedron Lett. 1984 , 50 , 5769.
10. Resek, James E. ; Meyers, A. I. , Tetahedron Lett. 1995 , 39 , 7051 .
11. Matloubi Moghaddam, F.; Sharifi, A. ; Saidi, M.R., Submited to Tetrahedron Lett. , 1995.
12. -1.
13. A commercial oven AEG MICROMAT 625 , 650 Watt 2450 MHz has been used.
14. General procedure for microwave irradiation of sulfoxides : sulfoxide (0.01mol) dissolved in 3 ml of NMF in a teflon flask (∼20 ml ) and subjected to microwave irradiation for about one minute. Then the mixture was extracted with hexane( 3×10 ml) after evaporation of the solvent the reaction mixture was purified by column chromatography on silica-gel.
15. .Trost, B. M. ; Salzmann, T. N. ; Hiroi, K. , J. Am. Chem. Soc. 1976 , 98 , 4887.
16. Tsuchiheshi, G. I. ; Iriuchijina, S. , Tetrahedron Lett. 1972 , 45 , 4605.
17. Matloubi Moghaddam, F. ; Solladie', G., J. Org. Chem. 1982 , 47 , 91 .