An efficient protocol for the synthesis of unsymmetrical substituted diarylacetylenes by the C( sp 2 )–C( sp ) cross-coupling reactions of substituted phenylacetylenes and electronically different arylboronic acids has been developed. Anthracen-9-ylmethylene-(4-methoxyphenyl)amine was employed as an efficient promoter in this Pd(OAc) 2 -catalyzed oxidative Sonogashira reaction in air in the absence of silver salt under optimized reaction conditions. The impact of reaction parameters such as solvent, base, reaction temperature and time in this silver-free aerobic oxidative Sonogashira cross-coupling reaction was also evaluated. Electron-deficient phenylacetylenes, which are sluggish coupling partners in the traditional Sonogashira reaction, underwent coupling in this protocol. The catalytic system is inexpensive, effortlessly attainable and highly flexible for functionalized phenylacetylenes and arylboronic acids. Graphic abstract

中文翻译：

---

蒽-9-基亚甲基-(4-甲氧基苯基)胺：无银钯催化的有氧氧化 Sonogashira 反应的有效促进剂

已经开发了一种通过取代苯乙炔和电子不同芳基硼酸的 C( sp 2 )–C( sp ) 交叉偶联反应合成不对称取代二芳基乙炔的有效方案。蒽-9-基亚甲基-(4-甲氧基苯基)胺被用作该Pd(OAc) 2 -催化的氧化Sonogashira反应中的有效促进剂，在没有银盐的情况下，在优化的反应条件下。还评估了这种无银有氧氧化 Sonogashira 交叉偶联反应中反应参数（如溶剂、碱、反应温度和时间）的影响。缺电子苯乙炔是传统 Sonogashira 反应中缓慢的耦合伙伴，在该协议中进行了耦合。催化系统价格低廉，对于功能化苯乙炔和芳基硼酸，可轻松实现且高度灵活。图形摘要