TY - JOUR
T1 - Expedient Trifluoromethylacylation of Styrenes Enabled by Photoredox Catalysis
AU - Wang, Lu
AU - Zhang, Heng
AU - Zhu, Chuan
AU - Feng, Chao
N1 - Publisher Copyright:
© 2021 SIOC, CAS, Shanghai and Wiley-VCH GmbH
PY - 2022/1
Y1 - 2022/1
N2 - Herein, we disclosed a photoredox enabled protocol for trifluoromethylacylation of styrenes through a radical-carboanion cascade and subsequent oxidation. With a broad range of aldehydes and inexpensive Langlois reagent as acyl and CF3 precursor, respectively, the alkene motif could be readily converted into β-trifluoromethyl ketones in moderate to good yields and with excellent regioselectivity. Besides CF3, di-, mono- and non-fluorinated C-radicals were revealed amenable in this reaction, providing good opportunity for the construction of structurally diverse ketones of interest in pharmaceutical research. Additionally, the utility of this protocol was further demonstrated by successful extension to trifluoromethylarylation and -alkylation by employing arylcyanide or acrylates in place of carbonyls.
AB - Herein, we disclosed a photoredox enabled protocol for trifluoromethylacylation of styrenes through a radical-carboanion cascade and subsequent oxidation. With a broad range of aldehydes and inexpensive Langlois reagent as acyl and CF3 precursor, respectively, the alkene motif could be readily converted into β-trifluoromethyl ketones in moderate to good yields and with excellent regioselectivity. Besides CF3, di-, mono- and non-fluorinated C-radicals were revealed amenable in this reaction, providing good opportunity for the construction of structurally diverse ketones of interest in pharmaceutical research. Additionally, the utility of this protocol was further demonstrated by successful extension to trifluoromethylarylation and -alkylation by employing arylcyanide or acrylates in place of carbonyls.
KW - Alkenes
KW - CF radical
KW - Photocatalysis
KW - Radical-polar crossover
KW - Trifluoromethylacylation
UR - http://www.scopus.com/inward/record.url?scp=85119107487&partnerID=8YFLogxK
U2 - 10.1002/cjoc.202100599
DO - 10.1002/cjoc.202100599
M3 - 文章
AN - SCOPUS:85119107487
SN - 1001-604X
VL - 40
SP - 59
EP - 64
JO - Chinese Journal of Chemistry
JF - Chinese Journal of Chemistry
IS - 1
ER -