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. 2022 Apr 7;10:879789. doi: 10.3389/fchem.2022.879789

TABLE 2.

One-Pot Bromination of p-Tolylethyne with Hypervalent iodine Reagent.

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Entry PIDA-1 (equiv) NaBr-1 (equiv) PIAD-2 (equiv) NaBr-2 (equiv) t2 (h) % Yield (2a:3a:4a:5a:6a) a
1 2.0 4.0 0 54 (0:30.2:15.9:0:53.9)
2 3.0 6.0 0 74 (3.8:5.9:3.5:0:86.8)
3 2.0 4.0 2.0 4.0 3 80 (0:0:0:9.2:90.8)
4 4.0 6.0 1.0 3.0 3 93 (0:0:0:6.7:93.3)
a

The yield and the molar ratio of 2a to 3a to 4a to 5a to 6a were determined via 1H NMR, spectroscopy using acetophenone as the internal standard.