Premium
Synthesis of Fluorinated Benzo[a]quinolizidines via Visible Light‐induced Tandem Substitution of Two Fluorine Atoms in a CF 3 Group
Author(s) -
Chen Haoguo,
Xiao Tiebo,
Li Linyong,
Anand Devireddy,
He Yuwei,
Zhou Lei
Publication year - 2017
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201700852
Subject(s) - chemistry , tandem , intramolecular force , fluorine , trifluoromethyl , acetic acid , surface modification , stereochemistry , medicinal chemistry , organic chemistry , materials science , composite material , alkyl
An efficient method for the construction of fluorinated benzo[a]quinolizidines from α‐trifluoromethyl alkenes and dihydroisoquinoline acetic acids using visible light photocatalysis was developed. The reaction was accomplished through a decarboxylative/defluorinative cross‐coupling, followed by an intramolecular defluorinative C−H functionalization in one‐pot. Diversified fluorinated benzo[a]quinolizidines, which are less accessible by other methods, were obtained in good yields with high diastereoselectivity.