碘引发下的氨基酸酯与1,4-萘醌的氧化加成反应研究

The oxidative addition reaction of amino acid esters and 1,4-naphthalene quinone by iodine catalysis

2-氨基-1,4-萘醌具有广泛的生物活性,萘醌与胺的加成-氧化反应通常需要在反应体系中使用过量的醌或添加合适的氧化剂.碘存在下,萘醌与N-烷基氨基酸酯通过氧化加成反应得到相应的2-氨基-1,4-萘醌的产物,并对反应溶剂、碘用量及反应物配比等条件进行了优化,以二氯甲烷为溶剂,n(萘醌)∶n(氨基酸酯盐酸盐)∶n(I2)∶n(碳酸氢钠)=1∶3∶1∶3时,常温下反应具有最高收率.笔者开发了一条简便高效的合成2-氨基-1,4-萘醌的方法,反应产物结构是通过核磁、质谱等鉴定.

2-amino-l,4-naphthoquinone with extensive biological activity, reaction of naphthoquinone and amine is usually used in the reaction syste or by adding a suitable oxidant. The oxidative-addition of naphthoquinone esters mediated by iodine, iodine dosage and ratio of temperature with dichloro hydrochloride） ＂ n（I2） ＂ 2-amino-1,4-naphthoqui NMR, MS. got 2-amino-i, 4-naphthoquinone in good yield. reactants were optimized. The highest methane as n（sodium bicar none was devel the solvent, n （naphthoquin bonate）=1：3：1 ： 3. Asim oped. The structure of the the addition-oxidation m with excess quinone and N-alkyl amino acid The reaction solvent, yield was obtained at room one） ＂ n（amino acid ester ple and efficient synthesis of products were identified by