Journal
JOURNAL OF FLUORINE CHEMISTRY
Volume 140, Issue -, Pages 88-94Publisher
ELSEVIER SCIENCE SA
DOI: 10.1016/j.jfluchem.2012.05.009
Keywords
Photooxidation; Visible light; Trifluoromethylation; Alkynylation; Trimethyl(trifluoromethyl)silane; Tetrahydroisoquinoline
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Funding
- National Natural Science Foundation of China [20902042, 20902043]
- Foundation of He'nan Educational Committee [2010B150020]
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A convenient and efficient method for oxidative coupling of tetrahydroisoquinoline derivatives with trimethyl(trifluoromethyl)silane and terminal alkynes to 1-trifluoromethylated or 1-alkynylated tetrahydroisoquinolines via C-H activation was developed using visible light irradiation. The protocol uses Rose Bengal as the catalyst, air as terminal oxidant, and the trifluoromethylation or alkynylation was selectively performed at the alpha-position of nitrogen under extremely mild conditions. (C) 2012 Elsevier B.V. All rights reserved.
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