Thermally Induced [3 + 2] Cycloaddition of Alkynyl-Tethered Diazoamides: Synthetic and Mechanistic Insights.

Abstract

A general and unprecedented thermally induced formal [3 + 2] cycloaddition has been developed that provides a general access to fused lactam derivatives in high to excellent yields with broad substrate scope. In comparison with the reported metal-catalyzed carbene/alkynyl metathesis, this is the only example in this area under catalyst-free conditions with excellent selectivity. Mechanistic studies indicate that the 3H-pyrazole is the key intermediate in this cascade reaction, which is confirmed spectroscopically for the first time.

Cite this paper

@article{Zhang2016ThermallyI, title={Thermally Induced [3 + 2] Cycloaddition of Alkynyl-Tethered Diazoamides: Synthetic and Mechanistic Insights.}, author={Cheng Hua Zhang and Jingjing Huang and Lihua Qiu and Xinfang Xu}, journal={Organic letters}, year={2016}, volume={18 23}, pages={6208-6211} }