TY - JOUR
T1 - Difluoroalkylation of Anilines via Photoinduced Methods
AU - Gallego-Gamo, Albert
AU - Granados, Albert
AU - Pleixats, Roser
AU - Gimbert-Suriñach, Carolina
AU - Vallribera, Adelina
N1 - Publisher Copyright:
© 2023 The Authors. Published by American Chemical Society.
PY - 2023/9/1
Y1 - 2023/9/1
N2 - The development of sustainable and mild protocols for the fluoroalkylation of organic backbones is of current interest in chemical organic synthesis. Herein, we present operationally simple and practical transition-metal-free methods for the preparation of difluoroalkyl anilines. First, a visible-light organophotocatalytic system working via oxidative quenching is described, providing access to a wide range of difluoroalkyl anilines under mild conditions. In addition, the formation of an unprecedented electron donor-acceptor (EDA) complex between anilines and ethyl difluoroiodoacetate is reported and exploited as an alternative, efficient, and straightforward strategy to prepare difluoroalkyl derivatives.
AB - The development of sustainable and mild protocols for the fluoroalkylation of organic backbones is of current interest in chemical organic synthesis. Herein, we present operationally simple and practical transition-metal-free methods for the preparation of difluoroalkyl anilines. First, a visible-light organophotocatalytic system working via oxidative quenching is described, providing access to a wide range of difluoroalkyl anilines under mild conditions. In addition, the formation of an unprecedented electron donor-acceptor (EDA) complex between anilines and ethyl difluoroiodoacetate is reported and exploited as an alternative, efficient, and straightforward strategy to prepare difluoroalkyl derivatives.
UR - http://www.scopus.com/inward/record.url?scp=85169157247&partnerID=8YFLogxK
UR - https://www.mendeley.com/catalogue/5c6219c6-074f-3ea8-9311-ec03e87f3f8d/
U2 - 10.1021/acs.joc.3c01298
DO - 10.1021/acs.joc.3c01298
M3 - Article
C2 - 37585266
AN - SCOPUS:85169157247
SN - 0022-3263
VL - 88
SP - 12585
EP - 12596
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
IS - 17
ER -