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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Electro-oxidative Synthesis of Unsymmetrical Alkyne-1,4-diones via Sequential Ring Formation and Cleavage
Atreyee Halder1, Debabrata Maiti1, Jhilik Dutta1
1Department of Chemical Sciences, Indian Institute of Science Education and Research Kolkata, Mohanpur 741246, West Bengal India.
Abstract:
Synthesis of unsymmetrical but-2-yne-1,4-diones is reported through oxidative alkyne translocation of readily accessible homopropargylic alcohols. The developed method consists of an unprecedented one-pot sequential electro-oxidative annulation-fragmentation-chemical selenoxide elimination process. Excellent functional group compatibility was observed, and an array of yne-1,4-diones were synthesized. Derivatization of the alkyne gave access to other valuable scaffolds. Detailed mechanistic studies through the isolation of key intermediates clarified the cascade transformation.
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