首页|Nitrogenation of Amides via C-C and C-N Bond Cleavage

Nitrogenation of Amides via C-C and C-N Bond Cleavage

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Amides are among the fundamental chemicals in organic chemistry.Compared to other carbonyl functional groups,the transformation of amide is relatively difficult and remains a challenge.The tra-ditional deconstruction transformations of amides to other functional products are usually limited to twisted or electronically activated amides.Herein,we describe a direct nitrogenation approach to con-vert amides into nitriles.This chemistry provides a novel amide transformation pathway via both C-C and C-N bond cleavage.Interestingly,the simple,readily available,and inexpensive inorganic salt NaNO2 is successfully employed as a nitrogen source in this organic N-incorporation process.Applications of this study are demonstrated through the late-stage modification of drug and natural product deri-vatives.

amide activationC-C cleavageC-N cleavagenitrogenationnitriles synthesis

Ming-Hui Zhu、Zengrui Cheng、Jialiang Wei、Hui Tan、Ning Jiao

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State Key Laboratory of Natural and Biomimetic Drugs,School of Pharmaceutical Sciences,Peking University,Beijing 100191

State Key Laboratory of Organometallic Chemistry Sciences,Chinese Academy of Sciences,Shanghai 200032

国家重点研发计划国家自然科学基金国家自然科学基金国家自然科学基金Tencent Foundation for financial support

2021YFA1501700221310022216114201981821004

2023

中国化学会会刊(英文)

中国化学会会刊(英文)

CSCD
ISSN:
年,卷(期):2023.5(5)
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