An Approach to Vinylidenequinazolines from Isoxazoles and Dioxazolones

Abstract

An effective strategy for the synthesis of vinylidenequinazolines has been efficaciously developed, which involves Rh­(III)-assisted C–H amidation followed by ring-opening and intramolecular annulation. This protocol shows a straightforward way to construct diverse quinazoline units with a wide functional group compatibility from readily available isoxazoles and dioxazolones.

Electrochemical C–H Arylation of Quinazolinone with Aryl Tetrafluoroborate Diazonium Salts in Aqueous Solution of Ionic Liquids

“…Quinazolinone, as a kind of nitrogen-containing heterocyclic skeleton, widely exists in natural products and drugs. − Among them, 2-arylquinazolinone derivatives have various biological and pharmacological activities, − such as antibacterial drugs, antifungal drugs, antimalarial drugs, anticancer drugs, antihypertensive drugs, antitumor drugs, and anticonvulsant drugs (Figure ).…”

Isoxazole as a nitrile synthon: en routes to the ortho-alkenylated isoxazole and benzonitrile with allyl sulfone catalyzed by Ru(ii)

“…12 Most of the reports are on o -C–H functionalizations, including the o -olefination of activated olefins at the C-3 aryl ring of the isoxazole (Scheme 1a). 13 However, o -functionalization of the isoxazole system with an unactivated olefin has not yet been realized. Nevertheless, selective cleavage of the N–O bond of an isoxazole has been reported under Ru catalysis.…”