fig1

Dual visible-light and NHC-catalyzed radical relay trifunctionalization of unactivated alkenes

Figure 1. Optimization of the reaction conditiona. aUnless otherwise noted, 2a (0.4 mmol, 2.0 equiv.) and CDI (0.4 mmol, 2.0 equiv.) in DCE (1 mL) were typically stirred for 2 h. Then, the above solution was added to the mixture of 1a (0.4 mmol, 2.0 equiv.), 3a (0.2 mmol, 1.0 equiv.), NHC catalyst (0.03 mmol, 15 mol%), photocatalyst (0.01 mol, 5 mol%), and Cs2CO3 (0.4 mmol, 2.0 equiv.) in DCE (2 mL) which was irradiated under Blue LED typically for 24 h; bIsolated yields based on 2a, the dr was around 1/1 for all cases, and the dr was determined by 1H NMR; cThe reaction was conducted without N2 protection; d1 mmol scale; eK2CO3 as a base; ftriethylamine as a base; gDBU as a base. CDI: 1,1’-carbonyldiimidazole DBU; NHC: N-Heterocyclic carbene.

Chemical Synthesis
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