Straightforward Synthesis of 3-Selenocyanato-Substituted Chromones through Electrophilic Selenocyanation of Enaminones under Grinding Conditions

Author:

Xiao Jun-An1,Ren Ji-Wei2,Huang Yan-Min1,Cheng Xiu-Liang1,Meng Ru-Fang1,Qin Xiao-Shi1,Peng Hai1,Xie Zhen-Zhen3,Cui Jian-Guo1

Affiliation:

1. Guangxi Key Laboratory of Natural Polymer Chemistry and Physics, Nanning Normal University

2. Institute of Drug Discovery Technology, Ningbo University

3. College of Chemistry and Chemical Engineering, Central South University

Abstract

AbstractA metal- and oxidant-free method for preparing 3-selenocyanato-substituted chromones from 2-hydroxyphenyl enaminones by using a newly developed electrophilic selenocyanating reagent is reported­. A series of 3-selenocyanato- or 3-thiocyanato-substituted chromones, as well as 3-selenocyanato- or 3-thiocyanato-substituted quinolinones was obtained in good to excellent yields under grinding reaction conditions. The generality and utility of this approach were demonstrated by a scale-up reaction and transformations of one of the products.

Funder

National Natural Science Foundation of China

Department of Science and Technology of Guangxi Zhuang Autonomous

Natural Science Foundation of Guangxi Province

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry,Catalysis

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