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RDF description of Thermolysis of 2-azido-3-(R-anilino)-1,4-naphthoquinones. Nitrene insertion versus hydrogen abstraction - http://orbis.uaslp.mx/vivo/individual/scopus6516
Consejo Nacional de Ciencia y Tecnologí­a, CONACYT: 155678
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Thermolysis of 2-azido-3-(R-anilino)-1,4-naphthoquinones. Nitrene insertion versus hydrogen abstraction
2-azido-3-(R-anilino)-1; 4-naphthoquinones; Hydrogen abstraction; Insertion; Nitrene; Thermolysis 1,4 naphthoquinone derivative; 2 azido 3 (anilino) 1,4 naphthoquinone; unclassified drug; Article; carbon nuclear magnetic resonance; chemical structure; lysis; mass spectrometry; proton nuclear magnetic resonance; structure analysis; thermolysis; ultraviolet visible spectroscopy
2-chloro-3-(R-anilino)-1,4-naphthoquinones react with sodium azide upon refluxing in DMF. The thermochemistry of 2-azido-3-(R-anilino)-1,4-naphthoquinone is strongly modified by the substituent on aniline. Having an strong electron-donor like O-R results in the generation of a phenazine while having an electron-withdrawing substituent results in the formation of 2-amino-3-(R-anilino)-1,4-naphthoquinone. The products obtained are explained in terms of singlet and/or triplet nitrene chemistry. © 2020 Elsevier Ltd