镍催化去芳构化反式-1,2-碳酰胺化反应。

Roger Adams Laboratory, Department of Chemistry , University of Illinois , Urbana , Illinois 61801 , United States.

J Am Chem Soc. 2018 Apr 4;140(13):4503-4507. doi: 10.1021/jacs.8b01726. Epub 2018 Mar 23.

We describe the development of an arenophile-mediated, nickel-catalyzed dearomative trans-1,2-carboamination protocol. A range of readily available aromatic compounds was converted to the corresponding dienes using Grignard reagents as nucleophiles. This strategy provided products with exclusive trans-selectivity and high enantioselectivity was observed in case of benzene and naphthalene. The utility of this methodology was showcased by controlled and stereoselective preparation of small, functionalized molecules.

我们描述了一种芳基亲核试剂介导的、镍催化的去芳构化反式-1,2-碳酰胺化反应的发展。一系列易得的芳族化合物被转化为相应的二烯，使用格氏试剂作为亲核试剂。这种策略提供了具有高反式选择性的产物，在苯和萘的情况下观察到高对映选择性。通过控制和立体选择性地制备小的、功能化的分子，展示了这种方法的实用性。