ChemInform Abstract: Synthesis of Cinnamaldehydes by Oxidation of Arylpropenes with 2,3-Dichloro-5,6-dicyanoquinone

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  1998 aldehydes aldehydes (benzene compounds)Q 0320 28 - 105 Synthesis of Cinnamaldehydes, Esters of Cinnamic Acids and Acylalsof Cinnamaldehydes by Oxidation of Arylpropenes with 2,3-Dicyano-5,6-dichlorobenzoquinone (DDQ).  — DDQ oxidation of the electron-rich1-arylpropenes (I) gives cinnamic aldehydes in fair yields. In contrast to whatcan be expected from the literature, similar yields are obtained by the oxidationof the isomeric 3-arylpropenes (III). Oxidation in the presence of methanol givesthe cinnamic ester and in the presence of acetic acid the acylal. — (ILIEFSKI,T.; LI, S.; LUNDQUIST, K.; Tetrahedron Lett. 39 (1998) 16, 2413-2416; Dep.Org. Chem., Chalmers Univ. Technol., S-412 96 Goeteborg, Swed.; EN)1


May 17, 2018


May 17, 2018
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