Chemistry: electrical and wave energy – Processes and products
Patent
1987-12-07
1989-05-30
Ford, John M.
Chemistry: electrical and wave energy
Processes and products
204 78, 204 74, 540200, 540362, 540363, 540364, 540354, 540357, C07D20504, C07D40304, C25B 302, C25B 304
Patent
active
048348465
ABSTRACT:
This invention relates to a process for preparing .beta.-lactams by electrochemically deblocking N-substituting .beta.-lactams using anodic oxidation.
REFERENCES:
G. Cainelli et al., "A Synthetic Approach to 4-Oxo and 4-Thioxo Azetidinones from Heterocumulenes and Ester Enolates . . . ", Tetrahedron Lett., 28, 3593-3596 (1987).
G. I. Georg et al., "Asymmetric Synthesis of (1'R,3R,4R)-4-Acetoxy-3-(1'-((tert-butyldimethylsilyl)oxy)ethyl)-2-azetidi none . . . ," J. Am. Chem. Soc., 109, 1129-1135 (1987).
D. R. Kronenthal et al., "Oxidative N-Dearylation of 2-Azetidinones. p-Anisidine as a Source of Azetidinone Nitrogen," J. Org. Chem., 47, 2765-2768 (1982).
M. Masui et al., "Anodic Oxidation of Amides and Lactams Using N-Hydroxyphthalimide as a Mediator," Chem. Pharm. Bull., 34, 975-979 (1986).
M. Mori & Y. Ban, "Debenzylation of N-Benzyl-.beta.-Lactams by Use of Anodic Oxidation," Heterocycles, 23, 317-323 (1985).
N. Okita et al., "Anodic Oxidation of N-Alkyl-.beta.-Lactams," Heterocycles, 23, 247-250 (1985).
C-P. Chen et al., "Synthetically and Biologically Interesting N-Acylquinone Imine Ketals and N-Acylquinol Imine Ethers from Anodic Oxidation of Anilides," J. Am. Chem. Soc., 109, 946-948 (1987).
H. Ohmori et al., "Anodic Oxidation of Carboxamides. Part 3. The Mechanism of Anodic Cyclization of N-Methylcarbanilides," J. Chem. Soc., Perkin Trans. II, 1599-1605 (1981).
Tetrahedron Letters, vol. 29 No. 13, pp. 1497-1500, 1988; E. G. Corley et al.
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Abramson Newton L.
Corley Edward G.
Karady Sandor
Weinstock Leonard M.
Ford John M.
Merck & Co. , Inc.
Pfeiffer Hesna J.
Speer Raymond M.
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