氮自由基和氧自由基是构建含氮和含氧化合物的重要反应物种。迄今，关于这两类物种的前体化合物及其反应的研究已有广泛报道。但是，如何将烷基胺（伯胺和仲胺）和醇直接转化为氮自由基和氧自由基物种，并应用于化学键的构建，仍然是有机合成中的一个的难题。本项目拟建立一个新的策略，利用硼化合物与烷基胺或醇的络合作用，降低其N-H和O-H键的键离解能，促使它们产生新型硼络合的氮自由基或氧自由基。然后，我们进一步探索这些自由基物种在C-C不饱和键官能团化、分子内氢迁移反应以及自由基串联反应等方面的应用。同时，我们将深入研究反应机理，揭示硼络合作用对反应的影响规律，摸清硼络合的氮自由基和氧自由基的反应性能。含氮和含氧化合物的制备是有机化学重要的研究方向之一，而自由基反应是构建这些化合物的重要方法，本项目的成功实施将会同时对含氮和含氧化合物的合成化学，以及自由基化学的研究作出贡献。

Nitrogen- and oxygen-centered radicals are important species for the synthesis of nitrogen- and oxygen-containing molecules. As such, a vast range of substrates have been developed as efficient radical precursors so far. However, the use of broadly available aliphatic amines/alcohols remains underexplored. In this project, we aim to develop a new strategy, where new types of boron-complexed nitrogen- and oxygen-centered radical would be generated by the aid of complexation with boron compounds. After that, these generated radical species are expected to perform various reactions, such as C-C unsaturated bonds functionalization, intramolecular C-H shift and radical tandem reactions, to construct structurally important molecules. Meanwhile, we will perform mechanistic studies to elucidate the bond-weakening mechanism and disclose the reactivity of those newly generated boron-complexed radical species. Synthesis of nitrogen- and oxygen-containing molecules is a significant research field in organic chemistry, while radical reactions have played an important role in the construction of these molecules. The implementation of this project would make contribution to both synthetic organic chemistry and radical chemistry.