Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 88, Issue 15, Pages 10501-10507Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.3c00477
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In this study, an efficient method for synthesizing aryl amides from sodium thiosulfate pentahydrate, organic anhydrides, and aryl azides was developed. Sodium thiosulfate acted as the sulfur source, reacting with anhydrides to generate acyl-Bunte salt which then reacted with aryl azides. The method successfully produced a key bioactive compound. The advantages of this one-pot two-step reaction include simplicity, diverse products with high yields, use of non-toxic reagents, and applicability to large-scale operations.
In this study, we developed an efficient method for thesynthesisof aryl amides from sodium thiosulfate pentahydrate, organic anhydrides,and aryl azides. Sodium thiosulfate may be used as the sulfur source,which reacts with anhydrides to generate acyl-Bunte salt; this saltreacts with aryl azides via the in situ generation of thiocarboxylate. Using our method, we successfullysynthesized a key bioactive compound. The advantages of one-pot two-stepreactions include operational simplicity, structurally diverse productswith favorable yields, use of less toxic odorless reagents, and easyapplicability to large-scale operations.
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