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. Author manuscript; available in PMC: 2022 Nov 20.
Published in final edited form as: J Am Chem Soc. 2022 Jul 5;144(27):11961–11968. doi: 10.1021/jacs.2c04807

Table 3.

Application of Deoxygenative Trifluoromethylation to Complex Heterocyclic Alcoholsa

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a

Performed on a 0.5 mmol scale with alcohol (1.0 equiv), 2 (1.2 equiv), pyridine (1.2 equiv), tBuOMe (0.1 M), Ir(dF(OMe)ppy)2(5,5′(CF3)-bpy)PF6 (1 mol %), dMesSCF3 (1.5 equiv), TBACl (2 equiv), quinuclidine (1.6 equiv), DMSO (0.025 M), integrated photoreactor (450 nm, 100% light intensity). Assay yields were determined by 19F NMR analysis of the crude reaction mixture using 1,4-difluorobenzene as an internal standard. Isolated yields are in parentheses.

b

With Cu(terpy)Cl2 (10 mol %).

c

With Cu(terpy)Cl2 (7.5 mol %).

*

Reaction performed under modified conditions, see the SI for details.