4-Oxo-1,4-dihydrocinnoline derivatives as promising inhibitors of protein tyrosine phosphatase 1В were subjected to post-synthetic modification via a sequence of propargylation and copper(I)-catalyzed azide-alkyne cycloaddition reactions. The propargylation of 4-oxo- 1,4-dihydrocinnolines with propargyl bromide in the presence of various bases proceeded regioselectively at the cinnolinone N-1 atom. In the cycloaddition reaction of N-propargylcinnolinones and benzyl azide, the highest catalytic activity of copper(I) N-heterocyclic carbene complex [(IMes)Cu(Br,I)] was observed, compared to [(IMes)CuCl], [(IPr)Cu(Cl,Br,I)], and CuI.

中文翻译：

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N-炔丙基化和铜（I）催化的叠氮化物-炔烃环加成反应是4-Oxo-1,4-Dihydrocinnoline衍生物的直接合成后修饰的简便策略

通过一系列的炔丙基化和铜（I）催化的叠氮化物-炔烃环加成反应，将4-Oxo-1,4-二氢cinnoline衍生物作为有希望的蛋白酪氨酸磷酸酶1？抑制剂进行合成后修饰。在各种碱的存在下，通过炔丙基溴对4-氧-1，4-二氢cinnolines的炔丙基化在cinnolinone N-1原子上进行区域选择性。与[（IMes）CuCl]，[[IMes）Cu（Br，I）]相比，在N-炔丙基肉桂酮和苄基叠氮化物的环加成反应中，发现铜（I）N-杂环卡宾络合物[（IMes）Cu（Br，I）]的最高催化活性。 （IPr）Cu（Cl，Br，I）]和CuI。