Palladium/benzoquinone-catalyzed electrochemical oxidation of alcohols under anaerobic conditions
C Amatore, C Cammoun, A Jutand
Index: Amatore, Christian; Cammoun, Chama; Jutand, Anny Synlett, 2007 , # 14 p. 2173 - 2178
Full Text: HTML
Citation Number: 9
Abstract
Abstract Primary and secondary alcohols are oxidized to aldehydes and ketones, respectively, under anaerobic conditions in DMF at 80 C, in the presence of a base and catalytic amounts of Pd (OAc) 2 and p-benzoquinone. The latter oxidizes the transient Pd (0) formed in the catalytic cycle to Pd (II) and p-hydroquinone is re-oxidized electrochemically.
Related Articles:
[Negishi, Ei-ichi; Bagheri, Vahid; Chatterjee, Sugata; Luo, Fen-Tair; Miller, Joseph A.; Stoll, A. Timothy Tetrahedron Letters, 1983 , vol. 24, # 47 p. 5181 - 5184]
Crossed aldol-type reactions catalyzed by rhodium complexes
[Sato, Susumu; Matsuda, Isamu; Izumi, Yusuke Journal of Organometallic Chemistry, 1988 , vol. 352, p. 223 - 238]
Efficient transformation of methyl propargyl ethers into α, β-unsaturated ketones
[Fukuda, Yukitoshi; Utimoto, Kiitiro Bulletin of the Chemical Society of Japan, 1991 , vol. 64, # 6 p. 2013 - 2015]
[Johnstone, Craig; Kerr, William J.; Scott, James S. Chemical Communications, 1996 , # 3 p. 341 - 342]
[Takeda, Kei; Nakajima, Akemi; Takeda, Mika; Okamoto, Yasushi; Sato, Taku; Yoshii, Eiichi; Koizumi, Toru; Shiro, Motoo Journal of the American Chemical Society, 1998 , vol. 120, # 20 p. 4947 - 4959]