Ortho ‐Alkynyl Quinone Methides as Privileged Intermediates in Synthesis of Polycyclic Frameworks: A Short Review
Year: 2026
Type: article
Abstract: Ortho-alkynyl quinone methides (o-AQMs) are valuable building blocks in organic synthesis, featuring a unique hybrid structure that combines an alkyne with an ortho-quinone methide (o-QM) unit. This architecture results in a synergistic interplay of reactivities: the alkyne moiety participates in addition and cyclization reactions, while the o-QM unit is prone to nucleophilic addition and redox transformations. Such dual functionality renders o-AQMs highly versatile as reactive intermediates for constructing polycyclic frameworks, especially oxygen-containing heterocycles like furans and pyrans. This review summarizes the physicochemical properties, synthetic methods, and applications of o-AQMs as privileged intermediates. It provides a comprehensive overview of the current state and emerging trends in utilizing o-AQMs for heterocycle synthesis, highlighting their growing potential to advance synthetic chemistry.
Source: The Chemical Record
Institution: Shanghai University of Engineering Science
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: green
OpenAlex ID: W7155002078