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. Author manuscript; available in PMC: 2023 Oct 13.
Published in final edited form as: Chem Commun (Camb). 2022 Oct 13;58(82):11523–11526. doi: 10.1039/d2cc03794g

Table 2.

Product Stability Experiments

graphic file with name nihms-1836140-t0007.jpg
entry reagent pKa (in H2O) time [h] yield [%]b
1 TfOH ca. −14 1 59
2 TfOH ca. −14 3 20
3 2b −2.6 12 73
4 2b −2.6 36 72
5 p-TsOH −2.8 12 6
6 MsOH −2.6 12 9
7 F3CCO2H +0.3 12 0
a

Conditions: 0.1 mmol 1i, 0.1 mmol reagent, 0.5 mL DCE (0.2 M), 90 °C.

b

Yield determined by 1H NMR using 1,1,2,2-tetrachloroethane as the internal standard.