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. 2023 Jul 7;88(14):10020–10026. doi: 10.1021/acs.joc.3c00824

Table 1. Optimization of Reaction Conditionsa.

graphic file with name jo3c00824_0005.jpg

entry additive solvent λ (nm) conversion (%)
1 DPAP/MAP CDCl3   0
2b   CDCl3   0
3 DPAP/MAP EtOAc 365 99
4 DPAP CDCl3 365 96
5 MAP CDCl3 365 94
6c   CDCl3 365 70
7 atm. O2 EtOAc   68
8 eosin Y MeCN 420 88
9 acridine orange CH2Cl2 420 41
10 9H-thioxanthen-9-one CH2Cl2 420 86
a

Standard conditions: 0.1 M 1, DPAP (10 mol %), MAP (10 mol %), 2 h. Conversion measured by 1HNMR by integration of the product peak compared to the internal standard.

b

Inert atmosphere.

c

3 h reaction time.