Aryne chemistry. Part XXXVI. Approaches to the synthesis of 5,6,7,8-tetrahalogeno-1,4-dihydro-2-nitroso-1,4-ethenonaphthalenes (2-nitrosotetrahalogenobenzobarrelenes)
Abstract
The reactions of arynes, generated by aprotic diazotisation of the corresponding anthranilic acids, with nitrosoarenes gave N-hydroxycarbazole derivatives. 1,4-Dihydro-2-nitroso-1,4-ethenonaphthalene derivatives were implicated in reactions of 3-bromo-3,4-dihydro-1,4-ethenonaphthalen-2(1H)-one oximes with triethylamine, which led to the expected naphthalene derivatives.