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; pp. 8984 - 8988
• 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: CAMBRIDGE Royal Soc Chemistry 22.11.2023; Royal Society of Chemistry
• Subjects: Atom economy; Chemical reactions; Chemical synthesis; Chemistry; Chemistry, Organic; Esters; Organic chemistry; Oxidants; Oxidizing agents; Physical Sciences; Science & Technology; Substrates; Transition metals; ALCOHOLS; (+)-COMPLANADINE; AMINATION; VINYL AZIDES; STRATEGY; TOPOISOMERASE-I; CONDENSATION; ALDEHYDES; EFFICIENT; SUBSTITUTED PYRIDINES

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. Moreo...