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. 2019 Aug 28;10(40):9374–9379. doi: 10.1039/c9sc02749a

Table 1. Optimization studies a .

Inline graphic
Entry Deviation of the reaction conditions Yield b 3a, %
1 None 91 c (75) d
2 Without NaCl (H2O) 17
3 Without NaCl 48
4 Under air 10
5 Without i-Pr2EtN 0
6 In the dark 0

aReaction conditions: 1a (0.10 mmol), 2a (0.10 mmol), i-PrEt2N (0.20 mmol), CH3CN (1 mL), NaCl (1.25 M in H2O, 0.5 mL). Reactions were degassed prior to irradiation.

b 1H-NMR yields calculated using 1,2-dimethoxyethane as the internal standard.

cYield of the isolated product adding additional 2a (0.10 mmol, 1 equiv.) and i-PrEt2N (0.20 mmol, 2 equiv.) after 4 hours.

dYield of the isolated product using 1 gram of (E)-1a and 1 equiv. of 2a. See the ESI for the evaluation of other solvents, amines, or visible-light sources.