DDQ-promoted direct transformation of benzyl hydrocarbons to amides via tandem reaction of the CDC reaction and Beckmann rearrangement.
An atom-efficient and transition metal-free approach to amides from the corresponding benzyl hydrocarbons through C-H and C-C bond cleavage has been developed. Mechanistic studies have shown that a DDQ-promoted cross-dehydrogenative coupling (CDC) reaction with subsequent oxidation and rearrangement are involved in this transformation.
Department of Chemistry, Tongji University, Shanghai 200092, PR China.
Jun
J
Qiu
Ronghua
R
Zhang
D000577:Amides / Q000138:chemical synthesis* / Q000737:chemistry; D016227:Benzoquinones / Q000737:chemistry*; D006841:Hydrocarbons, Aromatic / Q000737:chemistry*; D006865:Hydrogenation; D015394:Molecular Structure; D010084:Oxidation-Reduction
D000577:Amides; D016227:Benzoquinones; D006841:Hydrocarbons, Aromatic; C000928:dichlorodicyanobenzoquinone