Oxidation of 2-Alkylcycloalkanones with Iodine–Cerium(IV) Salts in Alcohols
(Note: The full text of this document is currently only available in the PDF Version )
Liangyou He, Miyuki Kanamori and C. Akira Horiuchi
Abstract
The reaction of 2-alkylcycloalkanones with iodine–cerium(IV) salts in alcohols (methanol, ethanol, propan-1-ol or propan-2-ol) gave the respective oxo ester in 28–98% yields.
References
S. Ito and M. Matsumoto, J. Org. Chem., 1983, 48, 1133 CrossRefCAS.
T. Hirao, M. Mori and Y. Oshiro, Bull. Chem. Soc. Jpn., 1989, 62, 2399 CAS.
T. Shono, Y. Matsumura, T. Imanishi and K. Yoshida, Bull. Chem. Soc. Jpn., 1979, 51, 2179.
K. Kaneda, N. Kii, K. Jitsukawa and S. Teranishi, Tetrahedron Lett., 1981, 22, 2595 CrossRefCAS.
B. El Ali, J-M. Bregeault, J. Mercier, J. Martin, C. Martin and O. J. Convert, J. Chem. Soc., Chem. Commun., 1989, 825 RSC.
A. Atlamsani and J.-M. Bregeault, J. Org. Chem., 1993, 58, 5663 CrossRefCAS.
(a) C. A. Horiuchi, Y. Suzuki, M. Takahashi and J. Y. Satoh, Chem. Lett., 1987, 393 CAS;
(b) C. A. Horiuchi and Y. Suzuki, Bull. Chem. Soc. Jpn., 1989, 62, 2919 CAS;
(c) C. A. Horiuchi, H. Kiyomiya, M. Takahashi and Y. Suzuki, Synthesis, 1989, 785 CrossRefCAS.
(a) C. A. Horiuchi and S. Kiji, Chem. Lett., 1988, 31 CAS;
(b) C. A. Horiuchi, Y. Nishio, D. Gong, T. Fujisaki and S. Kiji, Chem. Lett., 1991, 607 CAS;
(c) C. A. Horiuchi, K. Ochiai and H. Fukunishi, Chem. Lett., 1994, 185 CAS;
(d) C. A. Horiuchi, H. Fukunishi, M. Kajita, A. Yamaguchi, H. Kiyomiya and S. Kiji, Chem. Lett., 1991, 1921 CAS;
(e) C. A. Horiuchi and E. Takahashi, Bull. Chem. Soc. Jpn., 1994, 67, 271 CAS.
C. A. Horiuchi and S. Kiji, Bull. Chem. Soc. Jpn., 1997, 70, 421 CAS.
C. A. Horiuchi, A. Ikeda, M. Kanamori, H. Hosokawa, T. Sugiyama and T. Takahashi, J. Chem. Res. (S), 1997, 60 RSC.
(a) W. G. Daub, R. N. Zuckermann and W. S. Johnson, J. Org. Chem., 1985, 50, 1599 CrossRef;
(b) T. Ishida and K. Wado, J. Chem. Soc., Perkin Trans. 1, 1979, 323 RSC;
(c) R. S. Randad, N. G. Bhat and G. H. Kulkarni, Indian J. Chem., Sect. B, 1984, 22, 947;
(d) K. I. Kohdair, A. A. Magd, K-K. S. Hussain, H. M. Khairy and E-K. M. Ahmed, Rev. Roumaine Chim., 1983, 28, 921 Search PubMed;
(e) A. E. Berhanu and G. Sendaba, J. Chromatogr., 1985, 3, 440;
(f) S. Takano, K. Masuda and K. Ogasawara, Heterocycles, 1981, 16, 1509 CAS;
(g) B. M. Vivekananda, M. Ravindranathan, S. Viswanatha and R. G. Venkoba, J. Org. Chem., 1984, 49, 3170 CrossRef;
(h) T. Mukaiyama,
M. Araki and
H. Takei,
U.S. Nat. 3,867,453, (Cl. 260-570AB; C07c), 18 Feb.
1975 Search PubMed.
Click here to see how this site uses Cookies. View our privacy policy here.