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1.
Org Lett ; 25(40): 7293-7297, 2023 Oct 13.
Article in English | MEDLINE | ID: mdl-37772796

ABSTRACT

A trifluoromethylalkynylation reaction of gem-difluoroalkenes with alkynyl sulfoxide by photoredox radical addition with good functional group tolerance in moderate to high yields, is developed for the synthesis of α-trifluoromethyl alkyne. This reaction features simple operation and inexpensive raw materials and provides an expeditious route to synthesize biologically relevant fluorine-containing alkynyl compounds with diverse structural skeletons.

2.
J Org Chem ; 88(11): 7469-7476, 2023 Jun 02.
Article in English | MEDLINE | ID: mdl-37166112

ABSTRACT

An efficient method for C(sp3)-CHF bond formation was successfully developed by copper-catalyzed cross-coupling of allyl phosphate with 2-fluoro-2-(trimethylsilyl)acetate. Under moderate circumstances, the conversion was carried out in a good strategic range to provide a series of monofluoroalkylation products in high yields, which also demonstrates the practicality of gram-scale reactions.

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