Fig. 5: Substrate scope of photoredox-coupled C(sp3)–heteroatom bond formation with other hetero-nucleophiles.
From: Photoredox-catalyzed C–C bond cleavage of cyclopropanes for the formation of C(sp3)–heteroatom bonds
88–96: arylcyclopropane (0.2 mmol, 1 equiv.), heterocycle (1.5 equiv.), photocatalyst (2 mol%), (PhS)2 (0.04 mmol, 0.2 equiv.), 2,6-ditBu-Py (0.05 mmol, 0.25 equiv.) and DCE (1.0 mL, 0.2 M) at 25 °C for 48 h under irradiation of a 15 W blue LED lamp. 97–98: arylcyclopropane (0.2 mmol, 1 equiv.), TMSN3/TMSNCS (2.0 equiv.), 2-methyl-2-butanol (0.6 mmol, 3.0 equiv.), photocatalyst (2 mol%), (PhS)2 (0.04 mmol, 0.2 equiv.), 2,6-ditBu-Py (0.05 mmol, 0.25 equiv.) and DCE (1.0 mL, 0.2 M) at 25 °C for 48 h under irradiation of a 15 W blue LED lamp. 99– 110: arylcyclopropane (0.2 mmol, 1 equiv.), 2,6-lutidine hydrochloride/triethylamine trihydrofluoride (2.0 equiv.), photocatalyst (2 mol%), (PhS)2 (0.04 mmol, 0.2 equiv.), 2,6-ditBu-Py (0.05 mmol, 0.25 equiv.) and DCE (1.0 mL, 0.2 M) at 25 °C for 48 h under irradiation of a 15 W blue LED lamp. TMSN3, azidotrimethylsilane. TMSNCS, trimethylsilylisothiocyanate.
