アルキン－カルボニルメタセシス反応を経由する１段階インダノン合成

抄録

We present the highly stereoselective synthesis of indanone compounds by the Sb(V)-catalyzed reaction of phenylalkyne derivatives with aldehydes in the presence of alcohol. Thus, SbF₅ catalyst (10 mol%) and a stoichiometric EtOH additive efficiently brought about the corresponding 2,3-disubstituted indanones in moderate to high yields (45-89%) with the high trans selectivity (> 95:5). The formation of indanone compounds consists of: i) the formal alkyne-carbonyl metathesis of phenylalkyne derivatives with aldehydes, and ii) the Nazarov cyclization of phenyl alkenyl ketone intermediates.