A redox-neutral access to spirooxazine-pyrans has been realized via Rh(III)-catalysed [3+3] cascade spirocyclization of benzo[b][1,4]oxazines and 1-diazonaphthalen-2(1H)-ones under extremely mild reaction conditions.
The advancements in the synthesis of nitrogen-containing heterocycles via Rh(III)-catalyzed chelation-assisted tandem C–H activation/carbene insertion/annulation with diazo compounds as carbene precursors have been summarized.
Herein, we describe a Rh(III)-catalyzed cascade reaction between 2-pyridones and diazonaphthalen-2(1H)-ones, providing an efficient and convenient synthetic route to 6-(2-(pyridin-2-yloxy)naphthalen-1-yl)pyridin-2(1H)-ones.
Synthesis of 1H-indene-3-carboxylates from 1-diazonaphthalen-2(1H)-ones with various alcohols was developed via mild visible-light-promoted sequential reaction.
As a carbene precursor, diazo compounds incorporate in Rh-catalyzed synthesis of heterocycles, carbocycles and functionalized compounds. The reaction involves C–H activation, carbene insertion and an annulation/functionalization sequence.