Title:Synthesis of Methyl N-phenylcarbamate Derivatives by Xphos Pd G2
Catalyzed Intermolecular Amidation Reaction
Volume: 21
Issue: 6
Author(s): Yan-fen Shi, Zheng Wu, Jie Mou*Hong-hua Yuan*
Affiliation:
- Jiangsu Key Laboratory
of New Drug and Clinical Pharmacy, Xuzhou Medical University, Xuzhou, 221006, China
- Public Experimental Research Center, Xuzhou Medical University, Xuzhou, 221006, China
Keywords:
Amidation reaction, aryl chlorides, methyl carbamate, methyl N-phenyl carbamates, cross-coupling reaction, palladium- catalysed.
Abstract: The utilization of palladium catalysts in cross-coupling reactions has emerged as a highly
promising method for the facile formation of aryl C-N bonds, operating under mild conditions. In
this study, we present an efficient approach for the synthesis of methyl N-phenyl carbamate derivatives
through the intermolecular amidation of aryl chlorides, catalyzed by Xphos Pd G2. The developed
protocol has demonstrated remarkable efficacy, offering several advantages. Notably, the intermolecular
amidation reaction exhibited good chemoselectivity, allowing for the precise targeting
of desired C-N bond formations while maintaining the integrity of other functional groups. Additionally,
this methodology showcases exceptional functional group compatibility, accommodating a
diverse array of moieties, including sensitive groups that are traditionally challenging to handle. The
Xphos Pd G2 catalyst has proven to be instrumental in orchestrating this transformation, exhibiting
high catalytic activity and selectivity. Furthermore, this protocol stands out for its operational simplicity,
making it a practical choice for synthetic chemists seeking a straightforward and reliable
route to access methyl N-phenyl carbamate derivatives. Overall, this study not only expands the synthetic
toolbox for C-N bond formations, but also underscores the significance of palladium-catalyzed
methodologies in modern organic synthesis. The reported findings hold substantial promise for applications
in medicinal chemistry and material science, where the facile construction of aryl C-N
bonds is of paramount importance.
