尾-Arylation of Carboxamides via Iron-Catalyzed C(sp3)鈥揌 Bond Activation

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• 作者：Rui Shang ; Laurean Ilies ; Arimasa Matsumoto ; Eiichi Nakamura
• 刊名：The Journal of the American Chemical Society
• 出版年：2013
• 出版时间：April 24, 2013
• 年：2013
• 卷：135
• 期：16
• 页码：6030-6032
• 全文大小：272K
• 年卷期：v.135,no.16(April 24, 2013)
• ISSN：1520-5126

文摘

A 2,2-disubstituted propionamide bearing an 8-aminoquinolinyl group as the amide moiety can be arylated at the 尾-methyl position with an organozinc reagent in the presence of an organic oxidant, a catalytic amount of an iron salt, and a biphosphine ligand at 50 掳C. Various features of selectivity and reactivity suggest the formation of an organometallic intermediate via rate-determining C鈥揌 bond cleavage rather than a free-radical-type reaction pathway.