New Efficient Synthesis of 2-Thioxo-2,3-dihydropyrimidin-4(1H)-ones from Baylis–Hillman Adducts

SYNTHESIS-STUTTGART(2017)

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摘要
Azides obtained from Baylis-Hillman adducts were treated with triphenylphosphine to give the corresponding iminophosphoranes, which reacted with carbon disulfide at 40 degrees C to produce isothiocyanates. The reaction of these isothiocyanates with primary amines provided thiourea intermediates, which in the presence of potassium carbonate or sodium methoxide were converted into 2-thioxo-2,3-dihydropyrimidin-4(1H)-ones in good yields.
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关键词
Baylis-Hillman adducts,iminophosphoranes,isothiocyanates,primary amines,aza-Wittig reaction,2-thioxo-2,3-dihydropyrimidin-4(1H)-ones
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