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. 2023 Jul 13;25(28):5285–5290. doi: 10.1021/acs.orglett.3c01783

Table 1. Control Reactions Describing Deviation from Standard Conditions Using Catalytic Copper and TDGa.

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entry deviation from standard conditions yield of compound 3aa (%)b
1 none 67 (68)
2 no [Cu] 0
3 no MnO2 17
4 no TDG 15
5 using TDG1 5
6 using TDG2 0
7 using TDG3 43
8 K2S2O8 as an oxidant (2–10 equiv) 11–21
9 + K2CO3 (2 equiv) 70 (68)
10 + TEMPO (1 equiv) 0
a

Reactions were performed on a 0.2 mmol scale with respect to the sulfinate salt.

b

Yields were determined by 1H NMR using 1,3,5-trimethoxybenzene as an internal standard. Isolated yields are in parentheses. The starting material is volatile; therefore, recovered starting material was not reliably determined.