Electrophilic 2-thienylselenenylation of thiophene. Preparation of oligo(seleno-2,5-thienylenes)

Tetrahedron

Volumn 56, Issue 20, 2000, Pages 3255-3260

  Tiecco, Marcello ^a   Testaferri, Lorenzo ^a   Bagnoli, Luana ^a   Marini, Francesca ^a   Temperini, Andrea ^a   Tomassini, Cristina ^a   Santi, Claudio ^a  

^a UNIVERSITY OF PERUGIA   (Italy)

Author keywords

Dithienyl diselenides; Electrophilic 2 thienylselenenylation; Oligo(seleno 2,5 thienylenes)

Indexed keywords

SELENIUM DERIVATIVE; THIOPHENE DERIVATIVE;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; OXIDATION; PRIORITY JOURNAL; REACTION ANALYSIS; SYNTHESIS;

EID: 0034640457     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(00)00245-3     Document Type: Article

References (9)

1. Tiecco M., Testaferri L., Tingoli M., Chianelli D., Bartoli D. Tetrahedron Lett. 30:1989;1417-1420.
2. Tiecco M., Testaferri L., Tingoli M., Bagnoli L., Marini F. J. Chem. Soc. Perkin Trans. 1. 1993;. 1989-1993 and references cited therein.
3. Tiecco M., Testaferri L., Tingoli M., Marini F., Mariggiò S. Tetrahedron. 50:1994;10549-10554.
4. Engman L., Erikson P. Heterocycles. 43:1996;861-871.
5. Jen K.-Y., Benfaremo N., Cava M.P., Huang W.-S., MacDiarmid A.G. J. Chem. Soc., Chem. Commun. 1983;633-634.
6. Jones E., Moodie I.M. Breslow R., Org. Synth. Vol. 50:1970;104-106 Wiley, New York.
7. Tingoli M., Tiecco M., Testaferri L., Temperini A. Synth. Commun. 28:1998;1769-1778.
8. A competitive experiment carried out with the 5,5′-dimethyl-2,2′-dithienyl diselenide and iodobenzene diacetate showed that 2-methylthiophene is about 150 times more reactive than thiophene.
9. Bryce M.R. Chem. Soc. Rev. 20:1991;355-390.