The formation and metabolism of N-hydroxymethyl compounds. Part 8. The oxidative decarboxylation of N-aroylglycines to N-(acetoxymethyl) benzamides and N- …

…, CJ McCall, MD Threadgill

Index: Gledhill, Adrian P.; McCall, Carol J.; Threadgill, Michael D. Journal of Organic Chemistry, 1986 , vol. 51, # 16 p. 3196 - 3201

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Abstract

Treatment of N-aroylglycinea that do not bear a strong electron-withdrawing substituent with lead (1V) acetate in acetic acid/acetic anhydride misturea at 60-100" C rapidly givea the corresponding N-(acetoxymethyl) be" ides and N-formylbenmmides in moderate yields after chromatography. These compounds are of interest in the study of the metabolism of xenobiotic N-methylbenzamides, N-(4-Nitrobenzoyl) glycine gives only N-(acetoxy-methyl) ...