Synthesis of dimethoxy‐ and dioxano‐annellated benzofuroxans from o ‐dinitroarenes
1988; Wiley; Volume: 25; Issue: 3 Linguagem: Inglês
10.1002/jhet.5570250319
ISSN1943-5193
AutoresS. V. Eswaran, S. K. Sajadian,
Tópico(s)Chemical Reactions and Mechanisms
ResumoAbstract Thermolysis of 4,5‐dinitroveratrole 1a in the presence of sodium azide and dimethylsulfoxide gives the new 5,6‐dimethoxybenzofuroxan, 2a , whereas 3,4,5‐trinitroveratrole led to the new 5(7),6‐dimethoxy‐4‐nitrobenzofuroxans 2e, 3e via a nucleophilic substitution of a nitro group by azide ion and pyrolytic ring closure. This method provides a simpler route to the known 1,3‐benzodioxano[5,6‐ c ]furoxan, 2b and 1,4‐benzodioxano[6,7‐ c ]furoxan 2c , as well.
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