Recent Advances for the Synthesis of Dihydroquinolin-2(1H)-ones via Catalytic Annulation of α,β-Unsaturated N-Arylamides

Abstract

Dihydroquinolin-2(1H)-ones (DHQOs) represent a class of valuable bioactive compounds with six-membered nitrogen-containing heterocyclic structures. The development of simple, mild, and efficient synthetic methods has been widely considered by synthetic chemists. In this review, we have summarized a series of different synthetic strategies for the synthesis of DHQOs via the catalytic annulation of α,β-unsaturated N-arylamides in the past decade, including covering electrophilic cyclization, radical initiated cyclization, and photochemical cyclization reactions. Additionally, the substrate scope and mechanistic details are also discussed. This paper provides a useful reference for the development of diverse synthesis methodologies of DHQO.

Copper-catalyzed dehydrogenative cyclization/alkenylation towards dihydroquinolinones

“…The quinoline scaffold is an important nitrogen-heterocyclic compound with a wide range of biological activities, 1 such as antiviral, 2 anticancer, 2,3 antituberculosis, 4 and antimalarial 5 properties, and also exists in drugs, as exemplified in Fig. 1.…”