Functionalized 1,4-naphthoquinones have been employed as versatile synthons in organic synthesis, in addition to presenting a large array of biological activities. Herein, the applications of 2-amino-/ acetylamino-substituted 3-iodo-1,4-naphthoquinones in cross-coupling reactions are described to successfully afford sixteen novel 3-styryl-1,4-naphthoquinones (amino-stilbene-quinone hybrids) and four 3-alkynyl-1,4-naphthoquinone in overall good yields. Interestingly, the alkynylated derivatives could be obtained from ligand- and Pd-free Cu^I-mediated cross-coupling reactions, after extensive investigations to exclude Pd as a co-catalyst. Lastly, the desilanized terminal alkyne was subjected to click chemistry reactions to give two novel triazole-1,4-naphthoquinone hybrids.

功能化的 1,4-萘醌除了具有大量的生物活性外，还被用作有机合成中的多功能合成子。在此，描述了 2-氨基-/乙酰氨基取代的 3-碘-1,4-萘醌在交叉偶联反应中的应用，成功提供了 16 种新型 3-苯乙烯基-1,4-萘醌（氨基-二苯乙烯-醌杂化物） ) 和四个 3-炔基-1,4-萘醌，总体收率良好。有趣的是，经过广泛研究以排除 Pd 作为助催化剂后，可以从无配体和无 Pd 的 Cu ^I介导的交叉偶联反应中获得炔基化衍生物。最后，对脱硅烷的末端炔进行点击化学反应，得到两种新型三唑-1,4-萘醌杂化物。