Reaction of 1-aryl-2-alkenyldiazene 1-oxides with hydrogen chloride. Novel approach to the synthesis of functionally substituted arylhydrazones
Organic Chemistry
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Abstract
The reaction of 1-aryl-2-alkenyldiazene 1-oxides with HCl yields arylhydrazones of α-chloroacyl chlorides, which eliminate HCl to give 1-aryl-2-(1-chloroalken-1-yl)diazenes. The latter add amines, alcohols, and carboxylic acids to give arylhydrazone chlorides with α-functional groups.
Key words
chlorohydrazones diazene oxides azoxyalkanes azoolefinsPreview
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References
- 1.A. M. Churakov, A. Yu. Tyurin, E. L. Goncharova, S. L. Ioffe, Yu. A. Strelenko, and V. A. Tartakovsky,Izv. Akad. Nauk, Ser. Khim., 1995,924 [Russ. Chem. Bull., 1995,44, 897 (Engl. Transl.)].Google Scholar
- 2.B. T. Gillis and J. D. Hagarty,J. Org. Chem., 1967,32, 95.Google Scholar
- 3.(a)A. M. Churakov, A. Yu. Tyurin, E. L. Goncharova, S. L. Ioffe, Yu. A. Strelenko, and V. A. Tartakovsky,Izv. Akad. Nauk, Ser. Khim., 1995,917 [Russ. Chem. Bull., 1995,44, 890 (Engl. Transl.)];Google Scholar
- 3.(b)A. M. Churakov, E. L. Goncharova, A. Yu. Tyurin, S. L. Ioffe, Yu. A. Strelenko, and V. A. Tartakovsky,Mendeleev Commun., 1991, 141.Google Scholar
- 4.O. A. Luk'yanov, Yu. B. Salamonov, A. G. Bass, Yu. A. Strelenko, and N. F. Karpenko,Izv. Akad. Nauk SSSR, Ser. Khim, 1990,352 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1990,39, 294 (Engl. Transl.)].Google Scholar
- 5.R. Helwig and M. Hanack,Chem. Ber., 1985,118, 1008.Google Scholar
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