Transition-metal catalyzed reactions of diazo compounds and N,N-dialkylnitrosoamines

Abstract

In this study, we present a Ru(II)-catalyzed reaction involving diazoindandiones and N,N-dialkylnitrosoamines, leading to the efficient preparation of a diverse array of isoquinoline-1,3,4-trione derivatives in moderate to excellent yields. The reaction was proposed to occur via the rearrangement of the nitroso ylide intermediates. Additionally, we report a Rh(III)-catalyzed reaction employing dimethyl diazomalonate and N,N-dialkylnitrosoamines, yielding stable nitroso ylide products. These findings offer valuable insights into the synthetic potential of diazo compounds and N,N-dialkylnitrosoamines in transition-metal-catalyzed transformations.