An Efficient Synthesis of Functionalized 6-Arylsubstituted Salicylates via Microwave Irradiation

doi:10.6023/cjoc201612049

Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (5): 1266-1272.DOI: 10.6023/cjoc201612049 Previous Articles Next Articles

Articles

微波辅助下高效合成功能性6-芳基水杨酸类衍生物（英文）

曲仁渝, 陈念, 刘玉超, 陈琼, 杨光富

华中师范大学化学学院农药与化学生物学教育部重点实验室武汉 430079

收稿日期:2016-12-19 修回日期:2017-01-15 发布日期:2017-01-20
通讯作者: 杨光富 E-mail:gfyang@mail.ccnu.edu.cn
基金资助:
公益性行业（农业）科研专项经费（No.201203022）、国家科技攻关计划（No.2014BAD23B01）和国家自然科学基金（No.21372093）资助项目.

An Efficient Synthesis of Functionalized 6-Arylsubstituted Salicylates via Microwave Irradiation

Qu Renyu, Chen Nian, Liu Yuchao, Chen Qiong, Yang Guangfu

Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, Wuhan 430079

Received:2016-12-19 Revised:2017-01-15 Published:2017-01-20
Contact: 10.6023/cjoc201612049 E-mail:gfyang@mail.ccnu.edu.cn
Supported by:
Project supported by the Special Fund for Agroscientific Research in the Public Interest (No. 201203022), the National Key Technologies R&D Program (No. 2014BAD23B01) and the National Natural Science Foundation of China (No. 21372093).

1. An Efficient Synthesis of Functionalized 6-Arylsubstituted Salicylates via Microwave Irradiation.PDF(1180KB)

Abstract

Functionalized 6-arylsalicylate substructures occur in a variety of pharmacologically relevant natural products and bioactive compounds. Especially 6-arylsubstituted salicylates, as a key pharmacophore of anti-resistant acetohydroxyacid synthase (AHAS) inhibitors have played a lead role in combatting the weed-resistance issues. Previously, we have explored two new methods to synthesize position-6 aryl substituted salicylic acid fragment. However, these two methods failed to introduce various substituents into salicylic acid. Here an efficient method for the synthesis of 6-substituted salicylates is described via a microwave-promoted Suzuki cross-coupling. Due to the obvious advantages of this method, such as a wide range of substrates, smooth and rapid reaction and moderate to excellent yields, this protocol could be utilized to synthesize more anti-resistant AHAS inhibitors.

Key words: Functionalized 6-arylsalicylates, Suzuki cross-coupling reactions, Microwave irradiation, Electronic effect

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Qu Renyu, Chen Nian, Liu Yuchao, Chen Qiong, Yang Guangfu. An Efficient Synthesis of Functionalized 6-Arylsubstituted Salicylates via Microwave Irradiation[J]. Chin. J. Org. Chem., 2017, 37(5): 1266-1272.

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微波辅助下高效合成功能性6-芳基水杨酸类衍生物（英文）

An Efficient Synthesis of Functionalized 6-Arylsubstituted Salicylates via Microwave Irradiation

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