One-pot formation and derivatization of di-and triynes based on the Fritsch-Buttenberg-Wiechell rearrangement

T Luu, Y Morisaki, N Cunningham…

文献索引：Luu, Thanh; Morisaki, Yasuhiro; Cunningham, Nina; Tykwinski, Rik R. Journal of Organic Chemistry, 2007 , vol. 72, # 25 p. 9622 - 9629

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被引用次数: 49

摘要

A divergent, one-pot synthesis of functionalized polyynes has been developed. Beginning with the appropriately substituted dibromoolefinic precursor, a carbenoid Fritsch-Buttenberg- Wiechell (FBW) rearrangement is used to generate the lithium acetylide of a conjugated polyyne framework, and subsequent trapping with carbon-based electrophiles provides for in situ formation of a wide range of di-and triynes. The lithium acetylide formed from the ...