通过Cp*Co(III)催化1,3-二烯和异氰酸酯的连续C-H键加成反应合成α-季铵酰胺
Synthesis of α-Quaternary Amides via Cp*Co(III)-Catalyzed Sequential C-H Bond Addition to 1,3-Dienes and Isocyanates.
作者信息
Yeo Jihyeon, Tassone Joseph P, Ellman Jonathan A
机构信息
Department of Chemistry, Yale University, New Haven, Connecticut 06520, United States.
出版信息
Org Lett. 2024 Nov 15;26(45):9769-9774. doi: 10.1021/acs.orglett.4c03740. Epub 2024 Oct 31.
Abstract
The synthesis of sterically congested amides was accomplished via Cp*Co(III)-catalyzed sequential C-H bond addition to 1,3-dienes followed by aminocarbonylation with isocyanates, a coupling partner that had never been utilized in sequential C-H bond addition reactions. A variety of C-H bond reactants, internally substituted dienes, and aromatic isocyanates provided secondary amide products incorporating α-all-carbon quaternary centers. The conversion of the amide products to other useful compound classes was also demonstrated.
摘要
通过Cp*Co(III)催化的1,3-二烯的连续C-H键加成反应，随后与异氰酸酯进行氨甲酰化反应，实现了空间拥挤酰胺的合成。异氰酸酯是一种从未在连续C-H键加成反应中使用过的偶联试剂。各种C-H键反应物、内部取代的二烯和芳族异氰酸酯提供了含有α-全碳季中心的仲酰胺产物。还展示了酰胺产物向其他有用化合物类别的转化。
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