Electronic Modification of Hexa-2,4-diyne-1,6-diols: Predictive Access to Strained Cyclobutenes and 3(2H)-Furanones

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Electronic modification of hexa-2,4-diyne-1,6-diols enables predictive access to strained cyclobutenes and 3(2H)-furanones. Novelty: ClaimNovelty.NOVEL_FINDING. Consensus alignment: ConsensusAlignment.NEUTRAL.

Seyed Mohammad-Bagher-Hosseini Ghazvini; Diego Cordova; Ingrid Dell; Elena Dallerba; Carol Hua; Paul Low; Massimiliano Massi; Marcus Korb

doi:10.1039/d6qo00056h

January 1, 2026Organic Chemistry Frontiers

Electronic Modification of Hexa-2,4-diyne-1,6-diols: Predictive Access to Strained Cyclobutenes and 3(2H)-Furanones

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Key Points

To enhance the formation yields of strained cyclobutenes and 3(2H)-furanones from hexa-2,4-diyne-1,6-diols.
Utilized acid-mediated activation of hexa-2,4-diyne-1,6-diols to initiate reactions.
Assessed the effects of electron modification on reaction efficiency.
Analyzed product formation and yields using spectroscopic methods.
Demonstrated improved yields compared to traditional methods.
Identified specific conditions under which formation of targeted compounds was optimized.
Revealed insights into the mechanism of the reaction enhancing efficiency.

Abstract

The acid-mediated activation of hexa-2,4-diyne-1,6-diols ( 1 ) is the standard protocol for the formation of valuable strained 1,2-dihalocyclobutenes/1,2-dihalobutafulvenes ( 3 ). However, the reaction is sluggish, associated with poor yields caused by formation...

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Ghazvini et al. (2026) studied this question.

synapsesocial.com/papers/69abc1645af8044f7a4e9f9d https://doi.org/10.1039/d6qo00056h

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Electronic Modification of Hexa-2,4-diyne-1,6-diols: Predictive Access to Strained Cyclobutenes and 3(2H)-Furanones

Key Points

Abstract

Discussion

Cite This Study

Electronic Modification of Hexa-2,4-diyne-1,6-diols: Predictive Access to Strained Cyclobutenes and 3(2H)-Furanones

Key Points

Abstract

Discussion

Cite This Study

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