FeCl<sub>2</sub>‑Catalyzed Decarboxylative Radical Alkylation/Cyclization of Cinnamamides: Access to Dihydroquinolinone and Pyrrolo[1,2‑<i>a</i>]indole Analogues
dataset
posted on 2018-04-12, 00:00 authored by Zhihao Cui, Da-Ming DuA simple
and unified method for the synthesis of alkylated dihydroquinolinone
and pyrrolo[1,2-<i>a</i>]indole derivatives
in moderate to high yields (up to 91%) with excellent diastereoselectivity
(>20:1 dr) was developed. The inexpensive FeCl<sub>2</sub>·4H<sub>2</sub>O works as catalyst, and easily prepared peresters (or peroxides)
from aliphatic acids act as alkylating reagents and single electron
oxidants. This environmentally friendly reaction proceeds via an FeCl<sub>2</sub>-catalyzed alkyl radical cascade addition/cyclization fashion.
