Intramolecular cyclization of peri-substituted 1-azidonaphthalenes. 3. Structural and chemical investigation of 1-(arylamino) benz [cd] indazol-8 (and 6)(1H)-ones …
PC Montevecchi, P Spagnolo
Index: Montevecchi, P. Carlo; Spagnolo, Piero Journal of Organic Chemistry, 1982 , vol. 47, p. 1996 - 2000
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Abstract
Thermal and photochemical decomposition of 8-azido-2-hydroxy-l-(arylazo) naphthalenes 3a-d leads to 1-(arylamino) benz [cd] indazol-8 (l~-ones 4a-d in good yields. Analogous results are obtained in the conversion of 5 into 6. The reactions appear to proceed through 1, 5-cyclization of the tautomeric hydrazone forms of the azides, and the absence of products that would be expected from nitrene intermediates suggests that the reactions proceed ...
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