DABCO-Promoted Bicyclization/Rearrangement Reaction Synthesis of Tetrasubstituted Furans and Furo[3,4-d]pyrimidine-2,4-diones from 1,4-Enediones

A DABCO-promoted bicyclization/rearrangement reaction has been developed for the synthesis of tetrasubstituted furans from 1,4-enediones at room temperature. This transformation involves aza-Michael addition, intramolecular bicyclization, and rearrangement processes. In addition, the 4-ureidofuran-3-carboxylate ester products can further be converted to furo[3,4-d]pyrimidine-2,4-diones through intramolecular substitution cyclization under heating conditions.

Automated summary

A DABCO-promoted bicyclization/rearrangement reaction has been developed for the synthesis of tetrasubstituted furans from 1,4-enediones at room temperature. This transformation involves aza-Michael addition, intramolecular bicyclization, and rearrangement processes. In addition, the 4-ureidofuran-3-carboxylate ester products can further be converted to furo[3,4-d]pyrimidine-2,4-diones through intramolecular substitution cyclization under heating conditions.