Synthesis of 2‑Benzazepines from Benzylamines and MBH Adducts Under Rhodium(III) Catalysis via C(sp2)–H Functionalization

The rhodium­(III)-catalyzed cross-coupling reaction between commercially available benzylamines and Morita–Baylis–Hillman (MBH) adducts is described. This protocol provides a facile access to various 2-benzazepine derivatives via the C­(sp2)–H activation of N-allylated benzylamines and subsequent intramolecular olefin insertion followed by N-allylation reaction. A range of substrates has been used, and a high level of chemoselectivity as well as functional group tolerance was observed. To gain mechanistic insight of this transformation, DFT calculations were also performed.

本数据集报道了市售苄胺与Morita–Baylis–Hillman（MBH）加合物之间的铑(III)催化交叉偶联反应。该合成策略通过对N-烯丙基化苄胺进行C(sp²)-H活化、后续分子内烯烃插入以及N-烯丙基化反应，可便捷制备多种2-苯并氮杂䓬衍生物。实验采用了一系列底物，该反应展现出优异的化学选择性与官能团兼容性。为深入解析该转化的反应机理，本研究同时开展了密度泛函理论（DFT）计算。