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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 47, 2017 - Issue 16
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Original Articles

Unusual product from the acid-catalyzed one-pot, multicomponent reaction of thiocarbohydrazide, aldehydes, and phenacyl bromides

ORCID Icon, , , & ORCID Icon
Pages 1471-1477 | Received 09 Apr 2017, Published online: 28 Jun 2017
 

ABSTRACT

A one-pot, three-component protocol for the synthesis of novel five-membered thiazole ring bonded to two hydrazone motifs is described. The acid-catalyzed reaction of one equivalent of thiocarbohydrazide, two equivalents of aromatic aldehydes, and one equivalent of phenacyl bromides afforded the five-membered thiazole ring. The reactions proceed with novel chemoselectivity. Similar reported protocols have always afforded 1,3,4-thiadiazines.

GRAPHICAL ABSTRACT

Acknowledgment

Hasan Tashtoush thanks Jordan University of Science and Technology for his sabbatical stay.

Additional information

Funding

The financial support of this work by the Deanship of Graduate Studies and Research at Yarmouk University is highly acknowledged (project no. 29/2014).

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