College of Chemical Engineering, Zhejiang University of Technology, Hangzhou, 310014, China.
Org Biomol Chem. 2021 May 5;19(17):3834-3837. doi: 10.1039/d1ob00443c.
Herein we describe a NHC-catalyzed Truce-Smiles rearrangement of N-aryl methacrylamides which enables the cleavage of an inert aryl C-N bond. A range of trans-cinnamides could be obtained by the direct construction of a C(aryl)-C(alkenyl) bond and functional groups such as Br, Cl, CN, and pyridinyl are compatible with NHC catalysis. The reaction features high atom-economy, transition-metal free catalysis, and easily available substrates.
在此，我们描述了一种 NHC 催化的 Truce-Smiles 重排反应，该反应可使 N-芳基丙烯酰胺中的惰性芳基 C-N 键断裂。通过直接构建 C(芳基)-C(烯基)键，可以得到一系列反式肉桂酰胺，并且 NHC 催化可以兼容 Br、Cl、CN 和吡啶基等官能团。该反应具有高原子经济性、无过渡金属催化以及易于获得的底物等特点。
