Divergent CH Insertion–Cyclization Cascades of
<i>N</i>
‐Allyl Ynamides
作者:Holly V. Adcock、Elli Chatzopoulou、Paul W. Davies
DOI:10.1002/anie.201507167
日期:2015.12.14
reactivity patterns were accessed by ynamide insertion into a C(sp3)H bond. A substantial increase in molecular complexity occurred through the cascade polycyclization of N‐allyl ynamides to form fused nitrogen‐heterocycle scaffolds. Exquisite selectivity was observed despite several competing pathways in an efficient gold‐catalyzed synthesis of densely functionalized C(sp3)‐rich polycycles and a copper‐catalyzed
通过将 ynamide 插入 C(sp 3 ) H 键来获取金卡宾反应模式。通过N-烯丙基酰胺的级联多环化形成稠合氮杂环支架,分子复杂性显着增加。尽管在金催化高效合成富含 C(sp 3 ) 的多环化合物和铜催化合成稠合吡啶衍生物方面存在多种竞争途径,但仍观察到了出色的选择性。通过结构-反应性研究探索了各自的金-烯酮亚胺和烯酮亚胺活化途径,并且同位素标记识别了这两个过程中限制周转的C- H键断裂。