Palladium(II)-catalyzed hydroxy-involved enolate-type efficient C–C functionalization of hydroxynaphthoquinones at room temperature

Nan Wang; Xingsen Wu; Taoyu Qin; Jianrui Zhou; Qidong You; Xiaojin Zhang

doi:10.1039/C6RA21652H

Palladium(II)-catalyzed hydroxy-involved enolate-type efficient C–C functionalization of hydroxynaphthoquinones at room temperature

Nan Wang,^a Xingsen Wu,^a Taoyu Qin,^a Jianrui Zhou,^a Qidong You*^a and Xiaojin Zhang*^a^b

Author affiliations

* Corresponding authors

^a State Key Laboratory of Natural Medicines, Jiangsu Key Laboratory of Drug Design and Optimization, China Pharmaceutical University, Nanjing, China
E-mail: zxj@cpu.edu.cn, youqd@163.com

^b Department of Organic Chemistry, School of Science, China Pharmaceutical University, Nanjing, China

Abstract

A simple, mild, efficient (46–92%) and scalable strategy for the synthesis of hydroxynaphthoquinones was developed through a Pd-catalyzed hydroxy-involved enolate-type C–C bond formation reaction at room temperature. The functional group tolerance exhibited by this reaction, along with the possibility of scalable production, make it a method of choice for synthesizing diverse hydroxynaphthoquinones.

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Publication details

The article was received on 29 Aug 2016, accepted on 27 Oct 2016 and first published on 27 Oct 2016

Article type: Communication

DOI: 10.1039/C6RA21652H

Citation: RSC Adv., 2016,6, 104126-104130

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Palladium(II)-catalyzed hydroxy-involved enolate-type efficient C–C functionalization of hydroxynaphthoquinones at room temperature

N. Wang, X. Wu, T. Qin, J. Zhou, Q. You and X. Zhang, RSC Adv., 2016, 6, 104126
DOI: 10.1039/C6RA21652H
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Palladium(II)-catalyzed hydroxy-involved enolate-type efficient C–C functionalization of hydroxynaphthoquinones at room temperature

Abstract

Supplementary files

Publication details

Palladium(II)-catalyzed hydroxy-involved enolate-type efficient C–C functionalization of hydroxynaphthoquinones at room temperature

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