Synthesis of thiophene derivatives bearing a silicon atom

Heterocycles

Volumn 44, Issue 1, 1997, Pages 509-518

  Hoshino, Osamu ^a   Hirayama, Tetsuya ^a  

^a TOKYO UNIVERSITY OF SCIENCE   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 10044280588     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/COM-96-S51     Document Type: Article

References (15)

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2. O. Hoshino, T. Taguchi, K. Miyauchi, and A. Tatsuno, Heterocycles, 1995, 40, 975.
3. A. Hirokawa, A. Tatsuno, and O. Hoshino, Heterocycles, 1994, 38, 1103.
4. O. Hoshino, A. Hirokawa, A. Tatsuno, A. Kigoshi, H. Watahiki, and T. Kurihara, Heterocycles, 1996, 43, 381.
5. Addition of 2-bromothiophene (8, 9.53 ml, 0.1 mol)-ether (50 ml) to a mixture of Mg (2.91 g, 0.12 g atom) and trichlorovinylsilane (12.7 ml, 0.1 mol) in ether (50 ml) over a period of 0.5 h followed by refluxing for 6 h gave 10 (11.5 g, 55%), bp 72-75° C/5.5 Torr.
6. Cf. R. Gaertner, J. Am. Chem. Soc., 1950, 73, 3934;
7. E. Campaigne and O. E. Yokley, J. Org. Chem., 1963, 28, 914.
8. 1 of Mg in THF at 25 °C or reflux was performed, the Grignard reagent could not be generated.
9. Cf. M. Ban, Y. Baba, K. Miura, Y. Kondo, and M. Hori, Heterocycles, 1991, 32, 107.
10. W. J. Rai and C. S. Hamilton, J. Am. Chem. Soc., 1957, 79, 3800.
11. F. F. Blicke and F. Leonard, J. Am. Chem. Soc., 1946, 68, 1934.
12. J. Lamy, D. Laviti, and NG. PH. Buu-Hoï, J. Chem. Soc., 1958, 4202
13. 2S).
14. A. V. Lozanova, A. M. Moiseenkov, and A.V. Semenovskii, Izv. Akad. Nauk. SSSR Ser. Khim., 1980, 958
15. (Chem. Abstr., 1980, 93, 70917y).