Facile Strategy for the Synthesis of Furans Utilizing Silver(I)-Promoted Addition/Oxidative Cyclization of 1,3-Dicarbonyl Compounds and Alkynoates

Abstract

The addition/oxidative cyclization of alkynoates with 1,3-dicarbonyl compounds in the presence of Ag(I) leads to polysubstituted furans. The reaction corresponds to the construction of a furan fragment, which also provides a new way to form the C-O bond.

GRAPHICAL ABSTRACT

Keywords:

• Addition/oxidative cyclization
• furan
• silver

ACKNOWLEDGMENT

The authors thank the Guangdong University of Petrochemical Technology of China for financial support of this work.

Notes

^a Reaction conditions: 1a (0.25 mmol), 2a (0.25 mmol), additive (1.2 equiv.), in 2 mL solvent at 80 °C for 5 h.

^b Isolated yields.

^c 100 °C.

^d 120 °C.

^a All the reactions are carried out using 1.0 mmol of 1, 1.0 mmol of 2, 1.2 equivalence of AgOAc in DMA (2.0 mL) at 120 °C for 3 h.

^b Isolated yield.