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Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions
Published on: July 30, 2017
Catalytic Three-Component Synthesis of Functionalized Naphtho[2,1-b]oxecines via a Double Bond Cleavage-Rearrangement
Cheng-Long Ji1, Wen-Juan Hao1, Jie Zhang1
1School of Chemistry & Materials Science, Jiangsu Key Laboratory of Green Synthetic Chemistry for Functional Materials , Jiangsu Normal University , Xuzhou 221116 , P. R. China.
Abstract:
A new double annulation cascade involving a [2 + 2] cycloaddition-retroelectrocyclization (CA-RE) process was first reported, leading to the generation of unprecedented dibenzoannulated naphtho[2,1-b]oxecines with good to excellent yields and high stereoselectivity through catalytic scission/recombination of C-C double bonds under the mild conditions. An Y(OTf)3-catalyzed three-component reaction of α-alkynyl naphthalen-2-ols with β,γ-unsaturated α-ketoesters enabled direct ring expansion of the naphthalene ring and carbon-carbon double bond cleavage/rearrangement of α-ketoesters to give macrocyclic architectures.
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