New entry to a three-component pyrimidine synthesis by TMS-ynones via Sonogashira coupling

被引:217
作者
Karpov, AS [1 ]
Muller, TJJ [1 ]
机构
[1] Univ Heidelberg, Inst Organ Chem, D-69120 Heidelberg, Germany
关键词
D O I
10.1021/ol035212q
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
TMS-ynones are versatile synthetic equivalents of beta-keto aldehydes and can be readily synthesized in an atom-economical fashion by coupling (het)aroyl chlorides and (TMS)-acetylene with only one equiv (!) of triethylamine under Sonogashira conditions. This mild ynone synthesis is also a suitable entry to 2,4-disubstituted pyrimidines in the sense of a one-pot three-component reaction, i.e., a coupling-addition-cyclocondensation sequence.
引用
收藏
页码:3451 / 3454
页数:4
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