Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 363, Issue 21, Pages 4894-4898Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.202100775
Keywords
2-imino-1,3,4-selenadiazole; hydrazide; isoselenocyanate; N-aroyldiazene; tributylphosphine
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Funding
- National Natural Science Foundation of China [81773570, U1804283]
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A new synthetic strategy for synthesizing 2-imino-1,3,4-selenadiazole derivatives has been proposed, which involves sequential oxidation and a tributylphosphine-promoted annulation reaction. The method has the advantages of absence of transition metals and potential for gram-scale synthesis.
2-Imino-1,3,4-selenadiazole derivatives can be synthesized from hydrazides and isoselenocyanates by sequential oxidation and a tributylphosphine (PBu3)-promoted annulation reaction at room temperature. In this synthetic process, crude less stable N-aroyldiazene intermediates generated by I-2-mediated oxidation of hydrazides were used directly in a subsequent annulation reaction to afford the selenadiazole products. The merits of the present synthetic strategy also include absence of transition metals and gram-scale synthesis.
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