Transition-metal-free hydrogenation of aryl halides: From alcohol to aldehyde

Hong Xing Zheng, Xiang Huan Shan, Jian Ping Qu, Yan Biao Kang

科研成果: 期刊稿件文章同行评审

41 引用 (Scopus)

摘要

A transition-metal-and catalyst-free hydrogenation of aryl halides, promoted by bases with either aldehydes or alcohols, is described. One equivalent of benzaldehyde affords an equal yield as that of 0.5 equiv of benzyl alcohol. The kinetic study reveals that the initial rate of PhCHO is much faster than that of BnOH, in the ratio of nearly 4:1. The radical trapping experiments indicate the radical nature of this reaction. Based on the kinetic study, trapping and KIE experiments, and control experiments, a tentative mechanism is proposed. As a consequence, a wide range of (hetero)aryl iodides and bromides were efficiently reduced to their corresponding (hetero)arenes. Thus, for the first time, aldehydes are directly used as hydrogen source instead of other well-established alcohol-hydrogen sources.

源语言英语
页(从-至)5114-5117
页数4
期刊Organic Letters
19
19
DOI
出版状态已出版 - 6 10月 2017

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