DABCO‐Promoted Bicyclization/Rearrangement Reaction Synthesis of Tetrasubstituted Furans and Furopyrimidine‐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...

Full description

Saved in:
Bibliographic Details
Published inEuropean journal of organic chemistry Vol. 26; no. 45
Main Authors Wen‐Wen Zhang, Shao‐Ting Gan, Zhao‐Yi Qin, Jin, Mei, Liu, Shan, Wen‐Ming Shu, An‐Xin Wu
Format Journal Article
LanguageEnglish
Published Weinheim Wiley Subscription Services, Inc 01.12.2023
Subjects
Furans
Reaction synthesis
Room temperature
Substitution reactions
Online AccessGet full text

Cover

More Information
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.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.202300810