@article{ab8f260a9a654ab09354e12051742930,
title = "Metallaphotoredox Difluoromethylation of Aryl Bromides",
abstract = "Herein, we report a convenient and broadly applicable strategy for the difluoromethylation of aryl bromides by metallaphotoredox catalysis. Bromodifluoromethane, a simple and commercially available alkyl halide, is harnessed as an effective source of difluoromethyl radical by silyl-radical-mediated halogen abstraction. The merger of this fluoroalkyl electrophile activation pathway with a dual nickel/photoredox catalytic platform enables the difluoromethylation of a diverse array of aryl and heteroaryl bromides under mild conditions. The utility of this procedure is showcased in the late-stage functionalization of several drug analogues.",
keywords = "difluoromethylation, fluorine, heterocycles, nickel, photoredox catalysis",
author = "Vlad Bacauanu and S{\'e}bastien Cardinal and Motoshi Yamauchi and Masaru Kondo and Fern{\'a}ndez, {David F.} and Richard Remy and MacMillan, {David W.C.}",
note = "Funding Information: Financial support provided by the NIHGMS (R01 GM103558‐05) and kind gifts from Merck, BMS, Pfizer, Janssen, and Eli Lilly are acknowledged. S.C. gratefully thanks the Fonds de Recherche du Qu{\'e}bec – Nature et Technologies (FRQNT) for a postdoctoral fellowship (#198859). M.Y. thanks Daiichi Sankyo Co., Ltd. for funding. M.K. thanks the Japan Society for the Promotion of Science for a Grant‐in‐Aid for JSPS Fellows. D.F.F. thanks MINECO for a fellowship (BES‐2014‐068776 and EEBB‐I‐17‐11925). R.R. thanks the Swiss National Science Foundation for a postdoctoral fellowship (P2FRP2‐178091). We acknowledge C. Liu for assistance in preparing the manuscript. Funding Information: Financial support provided by the NIHGMS (R01 GM103558-05) and kind gifts from Merck, BMS, Pfizer, Janssen, and Eli Lilly are acknowledged. S.C. gratefully thanks the Fonds de Recherche du Qu{\'e}bec – Nature et Technologies (FRQNT) for a postdoctoral fellowship (#198859). M.Y. thanks Daiichi Sankyo Co., Ltd. for funding. M.K. thanks the Japan Society for the Promotion of Science for a Grant-in-Aid for JSPS Fellows. D.F.F. thanks MINECO for a fellowship (BES-2014-068776 and EEBB-I-17-11925). R.R. thanks the Swiss National Science Foundation for a postdoctoral fellowship (P2FRP2-178091). We acknowledge C. Liu for assistance in preparing the manuscript. Publisher Copyright: {\textcopyright} 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim",
year = "2018",
month = sep,
day = "17",
doi = "10.1002/anie.201807629",
language = "English (US)",
volume = "57",
pages = "12543--12548",
journal = "Angewandte Chemie - International Edition",
issn = "1433-7851",
publisher = "John Wiley and Sons Ltd",
number = "38",
}