Synthesis 2020; 52(13): 1959-1968
DOI: 10.1055/s-0039-1690870
paper
© Georg Thieme Verlag Stuttgart · New York

Mn(III)-Mediated Facile Access to Polysubstituted α-Naphthols from β-Keto Ester Derivatives and Terminal Alkynes

Lisheng He
a   State Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical University, 3491 Baijin Road, Guiyang 550014, P. R. of China
b   The Key Laboratory of Chemistry for Natural Products of Guizhou Province and Chinese Academy of Sciences, 3491 Baijin Road, Guiyang 550014, P. R. of China   Email: yangyuzhu15@126.com   Email: wdpan@163.com
,
Yuzhu Yang
a   State Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical University, 3491 Baijin Road, Guiyang 550014, P. R. of China
b   The Key Laboratory of Chemistry for Natural Products of Guizhou Province and Chinese Academy of Sciences, 3491 Baijin Road, Guiyang 550014, P. R. of China   Email: yangyuzhu15@126.com   Email: wdpan@163.com
,
Fei Li
a   State Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical University, 3491 Baijin Road, Guiyang 550014, P. R. of China
b   The Key Laboratory of Chemistry for Natural Products of Guizhou Province and Chinese Academy of Sciences, 3491 Baijin Road, Guiyang 550014, P. R. of China   Email: yangyuzhu15@126.com   Email: wdpan@163.com
,
Xiaolan Liu
a   State Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical University, 3491 Baijin Road, Guiyang 550014, P. R. of China
b   The Key Laboratory of Chemistry for Natural Products of Guizhou Province and Chinese Academy of Sciences, 3491 Baijin Road, Guiyang 550014, P. R. of China   Email: yangyuzhu15@126.com   Email: wdpan@163.com
,
Weidong Pan
a   State Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical University, 3491 Baijin Road, Guiyang 550014, P. R. of China
b   The Key Laboratory of Chemistry for Natural Products of Guizhou Province and Chinese Academy of Sciences, 3491 Baijin Road, Guiyang 550014, P. R. of China   Email: yangyuzhu15@126.com   Email: wdpan@163.com
› Author Affiliations
We thank the West Light Foundation of the Chinese Academy of ­Sciences and the Natural Science Foundation of Guizhou Province of China (QKHJC[2017]1117, QKHJC[2018]1109, and QKHPTRC[2017]5718).
Further Information

Publication History

Received: 07 March 2020

Accepted after revision: 09 March 2020

Publication Date:
26 March 2020 (online)


Abstract

A novel manganese-mediated reaction for the synthesis of polysubstituted α-naphthols has been developed from β-keto esters and terminal alkynes. This system holds the advantages of readily available starting materials and mild conditions. Mechanistic investigations revealed that this reaction proceeds via a tandem radical cyclization process.

Supporting Information