Fused diethynylbenzenes and phenanthrenes via arynes with alkynylsilanes?
Organic & Biomolecular Chemistry Pub Date: 2023-01-19 DOI: 10.1039/D2OB02046G
Abstract
A method for the hydroalkynylation and catalytic cyclization reactions of hexadehydro-Diels–Alder-derived benzynes is described. Diethynylbenzene derivatives are generated in a one-step reaction via trimethylsilyl-alkyne groups with benzyne formed by heating the appropriate tetrayne substrate. Trimethyl(phenylethynyl)silane loses TMS and binds to the electron-deficient site on HDDA-derived benzynes, and then phenanthrene was synthesized under mild reaction conditions by transition-metal-free, base promoted intramolecular cyclization.
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Journal Name：Organic & Biomolecular Chemistry
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CAS no.: 89640-58-4
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