TY - JOUR
T1 - Synthesis of α-Fluorinated Areneacetates through Photoredox/Copper Dual Catalysis
AU - Levitre, Guillaume
AU - Granados, Albert
AU - Cabrera-Afonso, María Jesús
AU - Molander, Gary A.
PY - 2022/5/6
Y1 - 2022/5/6
N2 - The development of mild and practical conditions for the fluoroalkylation of arenes is an ongoing challenge in chemical organic synthesis. Herein, we report a metallaphotoredox method for the preparation of fluoroalkyl arenes based on the synergistic combination of Ir/Cu dual catalysis from boronic acids. The mild conditions allow broad functional group tolerance, including substrates containing aldehydes, free phenols, and N-Boc-protected amines. Mechanistic investigations support a process proceeding via photoredox/copper dual catalysis.
AB - The development of mild and practical conditions for the fluoroalkylation of arenes is an ongoing challenge in chemical organic synthesis. Herein, we report a metallaphotoredox method for the preparation of fluoroalkyl arenes based on the synergistic combination of Ir/Cu dual catalysis from boronic acids. The mild conditions allow broad functional group tolerance, including substrates containing aldehydes, free phenols, and N-Boc-protected amines. Mechanistic investigations support a process proceeding via photoredox/copper dual catalysis.
U2 - 10.1021/acs.orglett.2c00969
DO - 10.1021/acs.orglett.2c00969
M3 - Article
C2 - 35467893
SN - 1523-7060
VL - 24
SP - 3194
EP - 3198
JO - ORGANIC LETTERS
JF - ORGANIC LETTERS
IS - 17
ER -