Ambident reactivities of carbenium salts possessing a thiocarbonyl group at the β-position

Chemistry Letters

Volumn , Issue 2, 1999, Pages 187-188

  Nakayama, Juzo ^a   Kitahara, Taku ^a   Sugihara, Yoshiaki ^a   Ishii, Akihiko ^a  

^a SAITAMA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0033474182     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.1999.187     Document Type: Article

References (14)

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2. J. Nakayama, K. Akimoto, and Y. Sugihara, Tetrahedron Lett., 39, 5587 (1998).
3. Satisfactory elemental analyses were obtained for all new compounds.
4. 3) δ 13.7, 17.1, 21.9, 23.6, 23.9, 31.7, 33.0, 124.5, 144.4.
5. 2.
6. W. Krasuski, D. Nikolaus, and M. Regitz, Liebigs Ann. Chem., 1982, 1451; K. Akimoto and J. Nakayama, Heteroatom Chem., 8, 505 (1997).
7. W. Krasuski, D. Nikolaus, and M. Regitz, Liebigs Ann. Chem., 1982, 1451; K. Akimoto and J. Nakayama, Heteroatom Chem., 8, 505 (1997).
8. W. Ried and R. Oxenius, Chem. Ber., 106, 484 (1973).
9. 1H NMR were unsuccessful: H. E. Winberg, J. E. Carnahan, D. D. Coffman, and M. Brown, J. Am. Chem. Soc., 87, 2055 (1965); H. E. Winberg and D. D. Coffman, J. Am. Chem. Soc., 87, 2776 (1965).
10. 1H NMR were unsuccessful: H. E. Winberg, J. E. Carnahan, D. D. Coffman, and M. Brown, J. Am. Chem. Soc., 87, 2055 (1965); H. E. Winberg and D. D. Coffman, J. Am. Chem. Soc., 87, 2776 (1965).
11. 1H NMR spectrum determined; A. J. Arduengo, H. V. R. Dias, R. L. Harlow, and M. Kline, J. Am. Chem. Soc., 114, 5530 (1992). 1,3-Dimesitylimidazolin-2-ylidene carbene is stable and isolated as colorless crystalline solid;
12. 1H NMR spectrum determined; A. J. Arduengo, H. V. R. Dias, R. L. Harlow, and M. Kline, J. Am. Chem. Soc., 114, 5530 (1992). 1,3-Dimesitylimidazolin-2-ylidene carbene is stable and isolated as colorless crystalline solid;
13. A. J. Arduengo, III, J. R. Goerlich, and W. J. Marshall, J. Am. Chem. Soc., 117, 11027 (1995).
14. The dithioacetal 17 was obtained by thermal dissociation of the adduct of 4a with BuLi.