TY - JOUR
T1 - Direct Aldehyde C-H Arylation and Alkylation via the Combination of Nickel, Hydrogen Atom Transfer, and Photoredox Catalysis
AU - Zhang, Xiaheng
AU - MacMillan, David W.C.
N1 - Funding Information:
Financial support provided by the NIHGMS (R01 GM103558-05) and kind gifts from Merck, BMS, Janssen, and Eli Lilly. X.Z. is grateful for a postdoctoral fellowship from the Shanghai Institute of Organic Chemistry.
Publisher Copyright:
© 2017 American Chemical Society.
PY - 2017/8/23
Y1 - 2017/8/23
N2 - A mechanism that enables direct aldehyde C-H functionalization has been achieved via the synergistic merger of photoredox, nickel, and hydrogen atom transfer catalysis. This mild, operationally simple protocol transforms a wide variety of commercially available aldehydes, along with aryl or alkyl bromides, into the corresponding ketones in excellent yield. This C-H abstraction coupling technology has been successfully applied to the expedient synthesis of the medicinal agent haloperidol.
AB - A mechanism that enables direct aldehyde C-H functionalization has been achieved via the synergistic merger of photoredox, nickel, and hydrogen atom transfer catalysis. This mild, operationally simple protocol transforms a wide variety of commercially available aldehydes, along with aryl or alkyl bromides, into the corresponding ketones in excellent yield. This C-H abstraction coupling technology has been successfully applied to the expedient synthesis of the medicinal agent haloperidol.
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U2 - 10.1021/jacs.7b07078
DO - 10.1021/jacs.7b07078
M3 - Article
C2 - 28780856
AN - SCOPUS:85028049762
VL - 139
SP - 11353
EP - 11356
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
SN - 0002-7863
IS - 33
ER -