Synthesis of 2-Aryl-3-(arylselanyl)imidazo[1,2-a]pyridines: Copper-Catalyzed One-Pot, Two-Step Se-Arylation of Selenium with Imidazopyridines and Triarylbismuthanes
donors containing elements such as boron, silicon, tin, and iodine. A simple and general method for the synthesis of 2-aryl-3-(arylselanyl)imidazo[1,2-a]pyridines is described. A one-pot, two-step reaction between triarylbismuthanes and diimidazopyridyl diselenides, generated from imidazo[1,2-a]pyridines and Se powder in the presence of CuI and 1,10-phenanthroline, affords 3-selanylimidazopyridines in moderate
摘要 描述了一种简单且通用的合成2-芳基-3-(芳基硒基)咪唑并[1,2- a ]吡啶的方法。在CuI和1,10-菲咯啉的存在下,由咪唑并[1,2- a ]吡啶和Se粉末生成的三芳基双muthanes与二咪唑并吡啶基二硒化物之间的一锅两步反应,可提供中等收率至优异收率的3-selanylimidazopyridines。在有氧条件下。反应有效地进行,并且铋上的硒和所有芳基转移到偶联产物上。与其他含有硼,硅,锡和碘等元素的芳基供体相比,三芳基双muthanes可获得更好的结果。 描述了一种简单且通用的合成2-芳基-3-(芳基硒基)咪唑并[1,2- a ]吡啶的方法。在CuI和1,10-菲咯啉的存在下,由咪唑并[1,2- a ]吡啶和Se粉末生成的三芳基双muthanes与二咪唑并吡啶基二硒化物之间的一锅两步反应,可提供中等收率至优异收率的3-selanylimidazopyridines。在
Sulfonylation of Bismuth Reagents with Sulfinates or SO<sub>2</sub> through Bi<sup>III</sup>/Bi<sup>V</sup> Intermediates
作者:Fengqian Zhao、Xiao-Feng Wu
DOI:10.1021/acs.organomet.1c00339
日期:2021.8.9
Under oxidative conditions, triarylbismuthines and sulfinates were transformed into diarylsulfones. A transition-metal-like two-electron redox process at the Bi center was achieved in this reaction. Sulfurdioxide generated in situ can also replace sulfinates to deliver the corresponding symmetric diarylsulfones. A rational mechanism for this reaction was also proposed that involves a Bi(III)–Bi(V)
探索主族元素催化活性的研究很有吸引力。我们在此报告我们对铋试剂与亚磺酸盐或 SO 2替代物磺酰化的研究。在氧化条件下,三芳基铋和亚磺酸盐转化为二芳基砜。该反应在Bi中心实现了类似过渡金属的双电子氧化还原过程。原位生成的二氧化硫也可以替代亚磺酸盐以提供相应的对称二芳基砜。还提出了该反应的合理机制,涉及 Bi(III)-Bi(V) 流形。
Synthesis of Unsymmetrical Diaryl Selenides: Copper-Catalyzed Se-Arylation of Diaryl Diselenides with Triarylbismuthanes
formation by the reaction of diaryldiselenides with triarylbismuthanes in the presence of copper(I) acetate (10 mol%) and 1,10-phenanthroline (10 mol%) under aerobic conditions led to the formation of unsymmetric diaryl selenides in moderate to excellent yields. This reaction proceeded efficiently; all three aryl groups in the bismuthane and both the selanyl groups in the diaryldiselenide were transferred
A simple Pd-catalyzed Sonogashira-type cross-coupling reaction using of triarylbismuthanes is described. The reaction of triarylbismuthanes with terminalalkynes in the presence of 5 mol% of Pd(OAc)2, 6 equiv. AgF and 6 equiv. K3PO4 at room temperature afforded the coupling products in good to excellent yield. The reaction proceeded effectively under aerobic conditions, and all three aryl groups on
描述了一个简单的钯催化的Sonogashira型交叉偶联反应,使用三芳基双muthanes。triarylbismuthanes与末端炔烃在5摩尔%的Pd(OAC)的存在下进行反应2,6当量。AgF和6当量 室温下的K 3 PO 4以良好至优异的产率提供了偶联产物。该反应在有氧条件下有效地进行,并且铋上的所有三个芳基都可以转移到偶联产物上。该反应对三芳基双muthanes的电子性质敏感:在芳环上带有吸电子基团的底物显示出比具有供电子基团的底物更高的反应性。
Simple and efficient copper-catalyzed S-arylation of diaryl disulfides with triarylbismuthanes under aerobic conditions
Novel and simple copper-catalyzed C(aryl)–S bond formation of diaryldisulfides with bismuth reagents is described. Reactions of diaryldisulfides with triarylbismuthanes in the presence of CuOAc (10 mol %) and 1,10-phenanthroline (10 mol %) under aerobic conditions led to the formation of unsymmetrical diaryl sulfides in satisfactory yields. The reaction is atom-economic and all three aryl groups