AI Article Synopsis
- The text describes a method for synthesizing unsymmetrical but-2-yne-1,4-diones by using oxidative alkyne translocation from easily available homopropargylic alcohols.
- This innovative approach involves a one-pot process that combines electro-oxidative reactions leading to the formation and breakdown of compounds, including a unique chemical elimination step.
- The study highlights the method's versatility in producing various yne-1,4-diones and demonstrates the potential for further modifications to create other valuable chemical structures, supported by detailed mechanistic insights.
Article 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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| http://dx.doi.org/10.1021/acs.orglett.3c03045 | DOI Listing |
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