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Chemistry. 2016 Dec 12;22(50):17936-17939. doi: 10.1002/chem.201603798. Epub 2016 Nov 9.

Insertion of Isolated Alkynes into Carbon-Carbon σ-Bonds of Unstrained Cyclic β-Ketoesters via Transition-Metal-Free Tandem Reactions: Synthesis of Medium-Sized Ring Compounds.

Author information

1
Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering, East China Normal University, 500 Dongchuan Road, Shanghai, 200241, P. R. China.

Abstract

The transition-metal-free insertion of isolated alkynes into carbon-carbon σ-bonds of unstrained cyclic β-dicarbonyl compounds has been reported. These tandem reactions offer an efficient synthesis of medium-sized ring or fused-ring compounds through ring expansion. The methodology has the potential to be widely used throughout organic synthesis due to the easily accessible starting materials and mild reaction conditions.

KEYWORDS:

C−C activation; insertion; ketoesters; medium-ring compounds; tandem reactions

PMID:
27735095
DOI:
10.1002/chem.201603798

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