Silicon-mediated Direct Conversion of Acyl Chlorides to Carbamoyl Azides or/and Tetrazolinones under Mild Conditions

A simple and mild one-pot procedure for the synthesis of carbamoyl azides from acyl chlorides utilizing a combination of tetrachlorosilane and sodium azide in acetonitrile at ambient temperature is reported. Under gentle heating, 1-aryltetrazolin-5-ones were also obtained in one-pot process presumab...

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Bibliographic Details
Published in:Chemistry letters 2011-10, Vol.40 (10), p.1149-1151
Main Authors: Salama, Tarek A, Elmorsy, Saad S, Khalil, Abdel-Galil M, Ismail, Mohamed A
Format: Article
Language:English
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Summary:A simple and mild one-pot procedure for the synthesis of carbamoyl azides from acyl chlorides utilizing a combination of tetrachlorosilane and sodium azide in acetonitrile at ambient temperature is reported. Under gentle heating, 1-aryltetrazolin-5-ones were also obtained in one-pot process presumably via a [3 + 2] cycloaddition step.
ISSN:0366-7022
1348-0715
DOI:10.1246/cl.2011.1149