4.5 Article

An efficient and user-friendly strategy for the synthesis of cyclopropane and dihydrofuran rings from difunctional compounds

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SYNTHESIS-STUTTGART
卷 -, 期 10, 页码 1657-1663

出版社

GEORG THIEME VERLAG KG
DOI: 10.1055/s-2006-926459

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ionic liquids; beta-dicarbonyl compounds; dihydrofurans; cyclopropanation; conjugate-addition-initiated ring-closure reaction

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K2CO3-NaHCO3-mediated conjugate-addition-initiated ring-closure (CAIRC) reaction of various active methylene compounds to 2-bromo-2-cyclopentenone in the presence of [BMIM]PF6-H2O (2:1) producing carbocyclic and heterocyclic compounds is described. The use of [BMIM]PF6-H2O as a solvent for CAIRC reaction is advantageous offering simple product isolation and shorter reaction times compared to conventional solvents. This reaction system can provide a general and practical method for the construction of 2,2-disubstituted cyclopropanes and polycyclic dihydrofuran derivatives containing electron-deficient substituents.

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