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Nitrogen–Nitrogen Radical Coupling-Enabled Precise Difunctionalization of Carbon–Nitrogen Double Bonds
Organic Letters ( IF 4.9 ) Pub Date : 2024-11-11 , DOI: 10.1021/acs.orglett.4c03761
Dan-Na Chen, Dan-Dan Ye, Li-Ning Chen, Peng-Ju Xia

In this study, we have developed a metal-free, photoinduced energy transfer strategy for the efficient difunctionalization of carbon–nitrogen double bonds (C═N). Utilizing oxime ester-based bifunctional reagents, we have achieved direct radical difunctionalization of C═N bonds through nitrogen–nitrogen radical coupling, with over 35 examples and yields up to 96%. This method exhibits broad substrate scope, being compatible with a variety of carboxylic acids and biologically active molecules, thus offering a novel approach for the difunctionalization of heteroatom-containing unsaturated bonds in synthetic chemistry.

中文翻译:


氮-氮自由基偶联实现碳-氮双键的精确双官能化



在这项研究中,我们开发了一种无金属的光诱导能量转移策略,用于碳-氮双键 (C═N) 的高效二功能化。利用基于肟酯的双功能试剂,我们通过氮-氮自由基偶联实现了 C═N 键的直接自由基二官能化,有超过 35 个例子,产率高达 96%。该方法表现出广泛的底物范围,与多种羧酸和生物活性分子相容,从而为合成化学中含杂原子的不饱和键的二功能化提供了一种新方法。
更新日期:2024-11-12
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