超声辐射下2-硫代羰基-2H-噻喃和2-氨基-6-硫代羰基二氢吡啶衍生物的高效合成
收稿日期: 2016-08-22
修回日期: 2016-11-02
网络出版日期: 2016-11-17
基金资助
国家自然科学基金(No.21502074)和江苏省高校自然科学重大研究(No.15KJA150006)资助项目.
Rapid and Efficient Ultrasound-Assisted Method for the Synthesis of 2-Thioxo-2H-thiopyran and 2-Amino-6-thioxodihydropyridine Derivatives
Received date: 2016-08-22
Revised date: 2016-11-02
Online published: 2016-11-17
Supported by
Project supported by the National Natural Science Foundation of China (No. 21502074) and the Major Basic Research Project of the Natural Science Foundation of the Jiangsu Higher Education Institutions (No. 15KJA150006).
探索了一种超声辐射下氢氧化钠催化的芳亚乙基丙二腈与二硫化碳或异硫氰酸酯的反应,方便、快速地合成了2-硫代羰基-2H-噻喃和2-氨基-6-硫代羰基二氢吡啶衍生物.本方法具有操作简单、反应时间短、产率高、环境友好等优点.产物的结构经过核磁共振氢谱和碳谱、红外及质谱进行确定.本报道的方法为合成2-硫代羰基-2H-噻喃和2-氨基-6-硫代羰基二氢吡啶衍生物提供了一条有效途径.
关键词: 2-硫代羰基-2H-噻喃; 2-氨基-6-硫代羰基二氢吡啶; 超声辐射; 合成
林伟 , 郑永祥 , 黄志斌 , 史达清 . 超声辐射下2-硫代羰基-2H-噻喃和2-氨基-6-硫代羰基二氢吡啶衍生物的高效合成[J]. 有机化学, 2017 , 37(2) : 508 -513 . DOI: 10.6023/cjoc201608017
A rapid and efficient ultrasound-assisted method for the synthesis of 2-thioxo-2H-thiopyran and 2-amino-6-thioxodihydropyridine derivatives by the reaction of 2-(1-phenylethylidene)malononitrile and carbon disulfide or isothiocy-anatobenzene catalyzed by NaOH has been developed. This protocol has the advantages of simple operation, short reaction times, high yields, and environmental friendliness. The structures of all the products were characterized by 1H NMR, 13C NMR, IR and MS techniques. The reported method is the efficient approach for the synthesis of 2-thioxo-2H-thiopyran and 2-amino-6-thi-oxodihydropyridine derivatives.
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