Organic Chemistry Portal

Abstracts

Search:

Titanium-Mediated Domino Cross-Coupling/Cyclodehydration and Aldol-Addition/Cyclocondensation: Concise and Regioselective Synthesis of Polysubstituted and Fused Furans

Lu Ren, Juan Luo, Linbo Tan and Qiang Tang*

*College of Pharmacy, Center for Lab Teaching and Management, Chongqing Medical University, No. 1 Yixueyuan Road, Chongqing 400016, PR China, Email: tangqiangcqmu.edu.cn

L. Ren, J. Luo, L. Tan, Q. Tang, J. Org. Chem., 2022, 87, 3167-3176.

DOI: 10.1021/acs.joc.1c02894


see article for more reactions

Abstract

Titanium enolates, in situ-generated from readily available ketones and titanium tetraisopropoxide, undergo domino cross-coupling/cyclodehydration or domino Aldol-addition/cyclocondensation with α-chloroketones to provide synthetically valuable furan derivatives.


see article for more examples

proposed mechanism



Key Words

furans


ID: J42-Y2022