Synlett 2017; 28(12): 1491-1495
DOI: 10.1055/s-0036-1588781
letter
© Georg Thieme Verlag Stuttgart · New York

Synergistic Oxidative Coupling–[3+2] Cyclization of Quinones with Olefins Promoted by Cerium(IV) Sulfate Tetrahydrate

Jizhong Fang
a   College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, 730000, P. R. of China   Email: 1109780410@qq.com
,
Lige Xu
a   College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, 730000, P. R. of China   Email: 1109780410@qq.com
,
Bowen Fang
b   Chemical Engineering Institute, Northwest University for Nationalities Lanzhou, Lanzhou, 730030, P. R. of China
,
Xing Huo  *
a   College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, 730000, P. R. of China   Email: 1109780410@qq.com
› Author Affiliations
Supported by: We are grateful for the following grants in support of this research: National Natural Science Foundation of China (21402153, 21202068)
Supported by: Program for Changjiang Scholars and Innovative Research Team in University (PCSIRT: IRT15R28)
Supported by: Fundamental Research Funds for the Central Universities (lzujbky-2016-ct02)
Further Information

Publication History

Received: 31 January 2017

Accepted after revision: 19 March 2017

Publication Date:
11 April 2017 (online)


Abstract

A cerium(IV) sulfate tetrahydrate promoted oxidative cyclization of quinones with olefins is developed. It proceeds through a tandem [3+2]-cyclization–oxidative coupling–[3+2]-cyclization process, in which tetrahydrobenzodifurans were conveniently constructed in high yields. Moreover, this method exhibits a good functional-group tolerance and scalability.

Supporting Information