4.7 Article

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

Journal

CHINESE CHEMICAL LETTERS
Volume 32, Issue 11, Pages 3544-3547

Publisher

ELSEVIER SCIENCE INC
DOI: 10.1016/j.cclet.2021.05.069

Keywords

Selective synthesis; Metal-free; Microwave-assisted; Condition-controlled; Heterocycle compounds

Funding

  1. National Natural Science Foundation of China [21871125]
  2. Natural Science Foundation of Shandong Province, China [ZR2019MB043, ZR2019QB022]
  3. Construction Project of Quality Curriculum for Postgraduate Education of Shandong Province [SDYKC19057]

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A condition-controlled strategy using I-2 / DMSO or I-2/MeCN systems has been developed for the selective synthesis of 2-acylbenzothiazoles and bibenzo[b][1,4]thiazines from aryl methyl ketones and disulfanediyldianilines. The desired products were synthesized in a short time period with moderate to excellent yields under microwave-assisted, metal-free conditions, providing a significant advantage for the efficient synthesis of these heterocycle compounds.
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 I-2 /DMSO or I-2/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. (C) 2021 Published by Elsevier B.V. on behalf of Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences.

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