Trifunctionalization of Allenes via Cobalt-Catalyzed MHP-Assisted C–H Bond Functionalization and Molecular Oxygen Activation
ACS Catalysis2018Vol. 8(7), pp. 6645–6649
Citations Over TimeTop 10% of 2018 papers
Shengxian Zhai, Shuxian Qiu, Xiao‐Ming Chen, Tao Cheng, Yun Li, Bin Cheng, Huifei Wang, Hongbin Zhai
Abstract
We have developed an approach for the cobalt-catalyzed trifunctionalization of allenes to form versatile 3-acylquinolines in the presence of molecular oxygen with moderate to good yields in high regioselectivity. C–H bond functionalization of benzoic hydrazides assisted by the 2-(1′-methylhydrazinyl)pyridine (MHP) acted as a key step in the cascade reaction. The reaction shows broad functional group tolerance of both allenes and hydrazides. Moreover, relevant experiments have been performed to probe the reaction mechanism.
Related Papers
- → Recent Advances in the Regioselective Synthesis of Pyrazoles(2011)73 cited
- → Stabilization and activation of dienolates with germanium and tin. Stereo- and regioselective aldol reactions, regioselective coupling reactions, and regioselective synthesis of amino acid derivatives(1990)66 cited
- → N-CHLORO-2,3,4,4,5,6-HEXACHLOROCYCLOHEXA- 2,5-DIENYLIDENEAMINE AS A MILD AND HIGHLY REGIOSELECTIVE CHLORINATING REAGENT(2002)5 cited
- → β-Aminoenones in the regioselective synthesis of 1,3,5-trialkylpyrazoles. The influence of the substituents in the mechanism and the regioselectivity of the reaction(1998)12 cited
- → Regioselective Synthesis of 2-Substituted-4-Methylbenzimidazole Nucleosides(2005)2 cited