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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 41, 2011 - Issue 14
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Original Articles

TMSCl/Fe(NO3)3-Catalyzed Synthesis of 2-Arylbenzothiazoles and 2-Arylbenzimidazoles Under Ultrasonic Irradiation

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Pages 2169-2177 | Received 26 Aug 2009, Published online: 20 May 2011
 

Abstract

A convenient one-pot cyclocondensation method for benzothiazole and benzimidazole syntheses is described. A set of benzothiazoles and benzimidazoles were readily prepared from aromatic ortho-diamines or ortho-aminothiophenol and aldehydes using chlorotrimethylsilane in dimethylformamide as promoter and water scavenger under ultrasonic irradiation in good yields (84–97%).

ACKNOWLEDGMENTS

This work was funded by the Natural Science Foundation of Zhejiang Province, China (Project Y407240) and Key project of Lishui University.

Notes

a Reaction conditions: The reactions were performed with aldehyde (1 mmol) and 2-aminothiophenol (1 mmol) in DMF for 30 min under ultrasonic irradiation.

b Yields refer to pure isolated products.

a Reaction conditions: The reactions were performed with aldehyde (1 mmol) and 2-aminothiophenol (1 mmol) in DMF for 30 min under ultrasonic irradiation.

b Without using ultrasound irradiation.

c Yields refer to pure isolated products.

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