Intramolecular Schmidt Reaction of Acyl Chlorides with Alkyl Azides: Rapid Access to Fused Polycyclic Nitrogen-Containing Heterocycles via a Multistep One-Pot Transformation

The first intramolecular Schmidt reaction of acyl chlorides with alkyl azides has been developed. In this one-pot conversion, an ω-azido hydrocinnamic acid is converted to a tricyclic lactam. The most important feature of the process is the efficiency in bond formation (one bond broken and three new bonds created) and ring construction (two new rings formed).

本研究开发了首例酰氯与烷基叠氮化物参与的分子内施密特（Schmidt）反应。在该一锅法转化过程中，ω-叠氮基氢化肉桂酸可被转化为三环内酰胺。该方法最核心的特征在于其高效的成键效率（断裂1根化学键并生成3根新化学键）与环构建能力（形成2个新环）。