Synthesis of functionalized acyclic nitrone spin traps

Content Provider	Semantic Scholar
Author	Zhang, Yun-Xiang Xu, Guang-Zhi
Copyright Year	1989
Abstract	The spin trapping technique which is the combina­ tion of the spin trapping procedure and the electron spin resonance spectrometry [1 , 2 ] is a successful method by which free radicals can be studied. In the spin trapping process, some kinds of compounds such as nitrones and nitroso-derivatives are used as spin traps to convert reactive free radicals into rel­ atively stable nitroxides. Obviously, the physical and chemical properties of spin traps are very important in the spin trapping technique. Much more attention has been payed to the designing and synthesis of spin traps [3, 4], How to synthesize a suitable spin trap to study free radicals within some special systems is the key point of the spin trapping chemistry. Considering function groups could improve the radical-trapping selectivity of spin traps [4], we introduced hydroxy, cyano, ethoxycarbonyl and carboxy groups into the acyclic nitrones. In this paper, we want to disclose the synthetic method of such functionalized nitrones 3, 4, 6 and 10. The aldehyde enamine alkylation with acrylate, especially with acrylonitrile, is relatively difficult than ketone’s. Methyl 4-ethyl-5-oxopentanoate was prepared by J. Dolfini according to the Stork method [5], but the ethyl ester analogue 2 has not been re­ ported. Likewise, the alkylation of heptaldehyde enamine with acrylonitrile was reported by Stork [5], but that of butylaldehyde enamine 1 with acrylo­ nitrile has not been reported in their and other pa­ pers, the reason of which was probably very low
Starting Page	1475
Ending Page	1477
Page Count	3
File Format	PDF HTM / HTML
DOI	10.1002/chin.199011099
Alternate Webpage(s)	http://www.znaturforsch.com/ab/v44b/44b1475.pdf
Alternate Webpage(s)	https://doi.org/10.1002/chin.199011099
Volume Number	44
Language	English
Access Restriction	Open
Content Type	Text
Resource Type	Article