Microwave-assisted controllable synthesis of 2-acylbenzothiazoles and bibenzo[b][1,4]thiazines from aryl methyl ketones and disulfanediyldianilines

A condition-controlled strategy for selectively synthesis of 2-acylbenzothiazoles and bibenzo[b][1,4]thiazines from aryl methyl ketones and disulfanediyldianilines was realized using I2/DMSO or I2/MeCN systems, respectively. The desired products were synthesized in only 15 min with moderate to excel...

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Veröffentlicht in:Chinese chemical letters 2021-11, Vol.32 (11), p.3544-3547
Hauptverfasser: Qi, Yuquan, Gu, Xiaoyu, Huang, Xianqiang, Shen, Guodong, Yang, Bingchuan, He, Qingpeng, Xue, Zechun, Du, Mengcheng, Shi, Lilong, Yu, Bing
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Sprache:eng
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Zusammenfassung:A condition-controlled strategy for selectively synthesis of 2-acylbenzothiazoles and bibenzo[b][1,4]thiazines from aryl methyl ketones and disulfanediyldianilines was realized using I2/DMSO or I2/MeCN systems, respectively. The desired products were synthesized in only 15 min with moderate to excellent yields (50%-90%) under microwave-assisted, metal-free conditions. The strategy provides a great advantage for selective synthetic applications in the efficient synthesis of benzothiazoles and bibenzothiazines heterocycle compounds. [Display omitted] A condition-controlled strategy to selectively synthesize nitrogen-sulfur heterocycles through microwave-assisted high-efficiency protocol has been proven. This method can selectively synthesize five-membered ring and six-membered ring benzoheterocyclic compounds through the control of solvents and the consumption of iodine in high yields.
ISSN:1001-8417
1878-5964
DOI:10.1016/j.cclet.2021.05.069