Copper-catalyzed synthesis of phenolic compounds with DMSO as the methylene source

Abstract

The application of DMSO as an ideal source of carbon is highly attractive. A simple and novel protocol has been developed for the synthesis of phenolic compounds via CuSO₄·5H₂O-catalyzed cyclization of 1,3-dicarbonyl compounds with DMSO. It was found that the unsymmetrical 1,3-dicarbonyl compounds always gave a mixture of two isomeric products. In addition, the deuterium-labeling experiments revealed that the C2 in benzene rings resulted from DMSO.

Graphical Abstract

Keywords:

• CuSO₄·5H₂O
• cyclization
• 1,3-dicarbonyl
• DMSO
• phenolic compounds

Additional information

Funding

The work was financially supported by the Error! Hyperlink reference not valid. [2017A030313297] and special funds of key disciplines construction from Guangdong and Zhongshan cooperating.The work was financially supported by the Foundation for Natural Science Foundation of Guangdong Province (2017A030313297) and special funds of key disciplines construction from Guangdong and Zhongshan cooperating.