Yanran Liu, Tao Qian, Jian-Fei Bai, Jinfeng Zheng, You Zhou, Zhi-Jiang Jiang, Jia Chen, Zhanghua Gao
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2-Pyridone-Enhanced Mn-Catalysis for the Synthesis of ortho-Deuterated Aromatic Nitriles.
We herein present a method for the synthesis of ortho-deuterated aryl nitrile using Mn(CO)5Br as catalyst with CH3OD as deuteratium source, where the structure of aryl imidates is used for interconversion with a cyanide group. This method features a broad substrate range and excellent functional group tolerance, allowing late modification of various complex molecules with good yields and deuterium incorporation. Mechanistic studies suggest that 2-pyridone is crucial to the success of this chemistry, serving as an endogenous base that enhances the rate of hydrogen isotope exchange.
期刊介绍：
Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.
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