Preparation of 3,4-dihydropyrimidones via Biginelli reaction in efficient and recyclable PEG₁₀₀₀-DAIL/toluene catalyst-medium combined thermoregulated biphasic system

Abstract

A facile and efficient protocol for the synthesis of 3,4-dihydropyrimidones via one-pot Biginelli reaction in PEG₁₀₀₀-DAIL/toluene system was developed. PEG₁₀₀₀-DAIL/toluene mixture is a temperature-driven reversible biphasic system, which promises the fully display of catalytic activity and simple recycle of PEG₁₀₀₀-DAIL. As a result, PEG₁₀₀₀-DAIL/toluene mixture showed catalyst-medium double-duty in the Biginelli reaction and afforded corresponding 3,4-dihydropyrimidones in excellent yields of 80%–95% for 20 examples. No obvious loss of catalytic activity was observed even after 10 recycling runs.

Keywords

Thermoregulated biphase / Ionic liquid / Multicomponent reaction / Biginelli reaction / Green chemistry / Catalysis

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