Table 2. Scope of heteroarene alkylation and reduction ^a .

^aProcedure: 1 (0.4 mmol, 1 equiv.), ROH (0.8 mL), HCl (conc. in H₂O, 2.0 mmol, 150 μL), c = 0.42 M, Ar degas, irradiation with 2× UVA LEDs for 8 h. Isolated yields are reported.

^b16 h.

^c40 h.

^d24 h, 20% SM along with 8% 2-methyl-6-phenylpyridine and 6% 2,4-dimethyl-6-phenylpyridine observed.

^e410 nm LED was used for 16 h.

^fROH = ethanol.

^gEt₂O used instead of EtOH.

^hMTBE used instead of MeOH.

ⁱTHF was used.

^jTetrahydrofurfuryl alcohol was used.

^k1,4-Dioxane used, 2k also isolated in 26% yield.