7011-82-7Relevant articles and documents
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Torii,S. et al.
, p. 1079 - 1084 (1971)
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SYNTHESIS OF 5-ALKYLIDENE-2-PYRROLIDINONES
Zav'yalov, S. I.,Kravchenko, N. E.
, p. 1087 - 1090 (1989)
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An expeditious entry to rare tetrahydroimidazo[1,5-c]pyrrolo[1,2-a]pyrimidin-7(8H)-ones: A single-step gateway synthesis of glochidine congeners
Seo, Jeong Moo,Hassan, Ahmed H.E.,Lee, Yong Sup
supporting information, (2019/11/26)
A single-step gateway synthesis of glochidine and its congeners that possess the rare uncommon tetrahydroimidazo[1,5-c]pyrrolo[1,2-a]pyrimidine core was developed employing histamine and readily available γ-ketoesters. Key features of the developed reaction involve tandem three C–N bonds formation and concomitant annulation of two rings in one pot to access this unique and complex tricyclic structure. Exploration of the unknown bioactivity of these compounds revealed that they elicit antiproliferative activity comparable to the anticancer drug imatinib against 6 cancer cell lines.
Mg(OMe)2 promoted allylic isomerization of γ-hydroxy-α,β-alkenoic esters to synthesize γ-ketone esters
Lai, Luhao,Li, A-Ni,Zhou, Jiawei,Guo, Yarong,Lin, Li,Chen, Wei,Wang, Rui
, p. 2185 - 2190 (2017/03/17)
This work concerns the Mg(OMe)2 promoted allylic isomerization of γ-hydroxy-α,β-alkenoic esters with TMEDA as an additive. The isomerization proceeded under mild conditions and afforded γ-keto esters in high yield (up to 96%) within 2 h. Both (Z)- and (E)-γ-hydroxy-α,β-alkenoic esters were tolerated under the reaction conditions. This transformation involves the in situ formation of a dienolate intermediate from the easily accessible γ-hydroxy-α,β-alkenoic ester. The in situ generated dienolate can react with benzaldehyde and undergo a practical, useful tandem allylic isomerization-Aldol reaction to afford more functionalized compounds.
