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Synthesis 2007(3): 417-427
DOI: 10.1055/s-2007-965881
DOI: 10.1055/s-2007-965881
PAPER
© Georg Thieme Verlag Stuttgart · New York
N-Substituted Ureas and Thioureas in Biginelli Reaction Promoted by Chlorotrimethylsilane: Convenient Synthesis of N1-Alkyl-, N1-Aryl-, and N1,N3-Dialkyl-3,4-Dihydropyrimidin-2(1H)-(thi)ones
Further Information
Received
10 October 2006
Publication Date:
12 January 2007 (online)
Publication History
Publication Date:
12 January 2007 (online)
Abstract
The classical Biginelli reaction has been extended by the use of N-substituted ureas and thioureas. A set of N1-alkyl-, N1-aryl-, and N1,N3-dialkyl-3,4-dihydropyrimidin-2(1H)-(thi)ones was readily prepared in excellent yield when chlorotrimethylsilane in N,N-dimethylformamide was used as promoter and water scavenger.
Key words
Biginelli reaction - heterocycles - Lewis acid - multicomponent reaction - parallel synthesis
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