Ultrasound-assisted one pot synthesis of polysubstituted meta-terphenyls using ring transformation strategy

Abstract

An ultrasound-assisted rapid synthesis of meta-terphenyls 9 by the carbanion-induced ring transformation reaction of 6-aryl-5-methyl-2H-pyran-2-ones 7 with functionalized ketones 8 under basic conditions at room temperature has been delineated. The present method gives an easy access to functionally crowded m-terphenyls 9 with notable features including mild reaction condition, remarkable functional groups tolerance, shorter reaction time and high product yields.

GRAPHICAL ABSTRACT

Keywords:

• Carbanion
• functionalized ketones
• m-terphenyl
• ring transformation reaction
• 2H-pyran-2-one

Acknowledgments

The authors are thankful to SAIF department, VIT Vellore for spectroscopic analysis of synthesized compounds.

Additional information

Funding

Samata E. Shetgaonkar is thankful to VIT Chennai for providing her with fellowship and financial support. Fateh V. Singh is thankful to DST New Delhi [Grant No.: SB/FT/CS-068/2014] for the financial support.