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Synthesis of β‐Trifluoromethylated Ketones from Propargylic Alcohols by Visible Light Photoredox Catalysis
Author(s) -
Park Sehyun,
Joo Jung Min,
Cho Eun Jin
Publication year - 2015
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201500031
Subject(s) - trifluoromethylation , chemistry , trifluoromethyl , regioselectivity , photoredox catalysis , photocatalysis , enol , tautomer , catalysis , organic chemistry , ketone , photochemistry , visible spectrum , combinatorial chemistry , alkyl , physics , optoelectronics
Regioselective trifluoromethylation at a remote position represents an important challenge in the development of biologically active molecules and functional materials. A practical method to access β‐trifluoromethyl ketones from readily available propargylic alcohols by visible light photocatalysis has been developed. Trifluoromethylation of propargylic alcohols with CF 3 I in the presence of Ru(bpy) 3 Cl 2 as the photocatalyst followed by double‐bond migration/keto‐enol tautomerization provides β‐trifluoromethyl ketones as the final product.