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Ynamide Carbopalladation: A Flexible Route to Mono-, Bi- and Tricyclic Azacycles

机译:酰胺酰胺碳酸酯化:单,双和三环氮杂环的灵活途径

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摘要

Bromoenynamides represent precursors to a diversity of azacycles by a cascade sequence of carbopalladation followed by cross-coupling/electrocyclization, or reduction processes. Full details of our investigations into intramolecular ynamide carbopalladation are disclosed, which include the first examples of carbopalladation/cross-coupling reactions using potassium organotrifluoroborate salts; and an understanding of factors influencing the success of these processes, including ring size, and the nature of the coupling partner. Additional mechanistic observations are reported, such as the isolation of triene intermediates for electrocyclization. A variety of hetero-Diels-Alder reactions using the product heterocycles are also described, which provide insight into Diels-Alder regioselectivity.
机译:溴代乙酰胺通过碳a的级联序列,交叉偶联/电环化或还原过程代表各种氮杂环的前体。公开了我们对分子内乙酰胺碳pal的研究的全部细节,包括使用有机三氟硼酸钾盐进行碳pal /交叉偶联反应的第一个例子;以及对影响这些过程成功的因素的理解,包括环的大小和耦合对象的性质。据报道,还有其他的机械观察,例如用于电环化的三烯中间体的分离。还描述了使用产物杂环的各种杂-Diels-Alder反应,可深入了解Diels-Alder区域选择性。

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