60365-91-5Relevant academic research and scientific papers
Activated Sterically Strained C=N Bond in N-Arylsulfonyl-p-Quinone Mono- and -Diimines. II. Reaction of 2,3-Dichloro-N-Arylsulfonyl-1,4-Naphthoquinone Monoimines with Tosyl- and Aroylhydrazines
Avdeenko,Menafova
, p. 1489 - 1494 (2007/10/03)
2,3-Dichloro-N-arylsulfonyl-1,4-naphthoquinone monoimines possessing a sterically strained C=N bond react with tosyl hydrazine along the scheme of 1,2-addition to form stable 2,3-dichloro-4-arylsulfonylamido-4-p-tolylhydrazido-1,4-dihydro-1- naphthalenones. With aroylhydrazines both 1,2-addition-elimination and nucleophilic substitution of chlorine atom in 2 position of naphthoquinone imine ring occur. The second pathway is obviously results from a high ionic character of the C1-C2 bond in N-arylsulfonyl-1,4-naphthoquinone imines.
