Transition metal-free 3 + 3 annulation of cyclopropanols with β-enamine esters to assemble nicotinate derivatives

• Published in: Organic & biomolecular chemistry Vol. 21; no. 45; p. 8984
• Main Authors: Zhan, Jun-Long, Zhu, Lin, Bai, Jia-Nan, Liu, Jian-Bo, Zhang, Shi-Han, Xie, Yao-Qiang, Hu, Bo-Mei, Wang, Yang, Han, Wen-Jun
• Format: Journal Article
• Language: English
• Published: 22.11.2023
• ISSN: 1477-0539; 1477-0539
• DOI: 10.1039/d3ob01662e

A metal-free and efficient approach for the synthesis of structurally important nicotinates through 4-HO-TEMPO-mediated [3 + 3] annulation of cyclopropanols with β-enamine esters is presented. This protocol features high atom efficiency, green waste, simple operation and broad substrate scope. Moreover, the experiments of gram-scale synthesis and recovery of oxidants make this strategy more sustainable and practical.A metal-free and efficient approach for the synthesis of structurally important nicotinates through 4-HO-TEMPO-mediated [3 + 3] annulation of cyclopropanols with β-enamine esters is presented. This protocol features high atom efficiency, green waste, simple operation and broad substrate scope. Moreover, the experiments of gram-scale synthesis and recovery of oxidants make this strategy more sustainable and practical.