Silver-catalysed double decarboxylative addition–cyclisation–elimination cascade sequence for the synthesis of quinolin-2-ones

Abstract

An atom-efficient silver-catalysed double carboxylative strategy for the one-step synthesis of quinolin-2-ones via an addition–cyclisation–elimination cascade sequence of oxamic acids to acrylic acids, mediated either thermally or photochemically, is reported. The reaction was applicable to the synthesis of a broad range of quinolin-2-ones and featured a double-disconnection approach that constructed the quinolin-2-one core via the formal and direct addition of a C(sp²)–H/C(sp²)–H olefin moiety to a phenylformamide precursor.