N-[1-(2-Chlorophenyl)-2-{1-methyl-5-nitro-4-[(phenylsulfonyl)methyl]-1H-imidazol-2-yl}ethyl]-4-methylbenzenesulfonamide
نویسندگان
چکیده
In continuation of our research program to develop original synthetic methods using TDAE methodology on nitroheterocyclic substrates, we were able generate for the first time a stable carbanion in position 2 5-nitroimidazole scaffold. Starting from 2-chloromethyl-4-phenylsulfonylmethyl-5-nitroimidazole intermediate, prepared by vicarious nucleophilic substitution hydrogen (VNS) reaction, selectively introduced N-tosylbenzylimine moiety at without reducing sulfone 4, leading formation N-[1-(2-chlorophenyl)-2-{1-methyl-5-nitro-4-[(phenylsulfonyl)methyl]-1H-imidazol-2-yl}ethyl]-4-methylbenzenesulfonamide 47% yield. This new method should allow access 2-substituted derivatives with various electrophiles such as carbonyls and other N-tosylbenzylimines.
منابع مشابه
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ژورنال
عنوان ژورنال: Molbank
سال: 2023
ISSN: ['1422-8599']
DOI: https://doi.org/10.3390/m1633