Synthesis of Novel Functionalized Triphenylphosphanylidene‐Spirobarbiturates through a Three‐Component Reaction

Abstract

Synthesis of novel functionalized triphenylphosphanylidene‐7,9‐diazaspiro[4.5]dec‐1‐ene‐2‐carboxylates has been reported by one‐pot three component reactions of triphenyl phosphine, dialkyl acetylene dicarboxylates, and 5‐arylidene‐1,3‐dimethylpyrimidine‐2,4,6‐triones in THF at room temperature. The products are obtained in high yields and have been fully characterized. The structure has been further confirmed by X‐ray analysis of single crystal of one of the compounds.

Use of Dialkyl Acetylenedicarboxylates in the Multicomponent Synthesis of Heterocyclic Structures

“…The best yield was obtained in THF at room temperature (Scheme 65). Mild reaction conditions, high yields, short reaction times and simplicity are the appreciable features of this protocol [92] …”

“…Mild reaction conditions, high yields, short reaction times and simplicity are the appreciable features of this protocol. [92] The design of effective reactions for synthesis of complex organic constructions are a major challenge in organic chemistry synthesis. Yavari et al in 2019 achieved and reported a fast and diastereoselective reaction for the synthesis of functionalized spiropyrrolizidine-linked rhodanines 158 by using the reaction of L-proline 127 or thiazolidine-4-carboxylic acid, dialkyl acetylenedicarboxylate 1 and rhodanine derivatives 157 in EtOH under reflux condition through a 1,3-dipolar cyclization (Scheme 66).…”