Synthesis of substituted pyridine derivatives via the ruthenium-catalyzed cycloisomerization of 3-azadienynes
Synthesis of substituted pyridine derivatives via the ruthenium-catalyzed cycloisomerization of 3-azadienynes
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DOI：
10.1021/ja060626a
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发表时间：
2006-04-12
影响因子：
15
通讯作者：
Hill, MD
中科院分区：
文献类型：
--
作者：
Movassaghi, M;Hill, MD
本文描述了N-乙烯基酰胺和N-芳基酰胺两步转化为相应的取代吡啶和取代喹啉的方法。该工艺涉及将酰胺（包括敏感的N-乙烯基酰胺）直接转化为相应的三甲基甲硅烷基炔基亚胺，然后进行钌催化的脱甲硅烷基化和环化异构化。制备了一系列新的炔基亚胺并容易地转化为相应的氮杂杂环。
We describe a two-step conversion of variousN-vinyl andN-aryl amides to the corresponding substituted pyridines and quinolines, respectively. The process involves the direct conversion of amides, including sensitiveN-vinyl amides, to the corresponding trimethylsilyl alkynyl imines followed by a ruthenium-catalyzed protodesilylation and cycloisomerization. A wide range of new alkynyl imines are prepared and readily converted to the corresponding azaheterocycles.