Rhodium(III)‐Catalyzed Synthesis of <i>N</i>‐(2‐Acetoxyalkyl)isoquinolones from Oxazolines and Alkynes through C−N Bond Formation and Ring‐Opening

Abstract

Abstract An atom‐economic approach for the synthesis of N ‐(2‐acetoxyalkyl)isoquinolones from oxazolines and alkynes through rhodium(III)‐catalyzed auto‐tandem reactions involving C−H bond functionalization/C−N bond formation/ring opening/nucleophilic substitution is described. This protocol features high regioselectivity, tolerance of various functional groups, and retention of absolute configuration of chirality. Exploration of the reaction mechanism reveals that Cu(OAc) 2 not only acts as the oxidant, but also provides acetate to promote the reaction in this process. magnified image