DABCO catalyzed reaction of various nucleophiles with activated alkynes leading to the formation of alkenoic acid esters, 1,4-dioxane, morpholine, and piperazinone derivatives

The reaction of acids, alcohols, acylamides, 1,2-diols, 1,2-diamines or amino alcohols with activated alkynes catalyzed by 1,4-diazabicyclo[2.2.2]octane (DABCO) was systematically investigated. A series of unsaturated alkenoic acid esters or heterocycles were formed in the reaction of monobasic or d...

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Bibliographic Details
Published in:Tetrahedron 2006-07, Vol.62 (29), p.6782-6791
Main Authors: Fan, Ming-Jin, Li, Gao-Qiang, Liang, Yong-Min
Format: Article
Language:English
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Summary:The reaction of acids, alcohols, acylamides, 1,2-diols, 1,2-diamines or amino alcohols with activated alkynes catalyzed by 1,4-diazabicyclo[2.2.2]octane (DABCO) was systematically investigated. A series of unsaturated alkenoic acid esters or heterocycles were formed in the reaction of monobasic or dibasic nucleophiles in excellent yields, respectively. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2006.04.100