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. 2021 Nov 2;86(23):17036–17049. doi: 10.1021/acs.joc.1c02172

Table 1. Optimization Studies for Palladium-Catalyzed Synthesis of (p-Tolyl)diphenylphosphine Oxide (2a).

graphic file with name jo1c02172_0009.jpg

entry additive (equiv) time (h) temperature (°C) isolated yield (%)
1a   24 90 41
2   24 110 58
3   24 120 79
4 NaOAc (1) 22 120 55
5 NaCl (1) 32 120 64
6 NaI (1) 4 120 78
7 NaI (0.1) 8 120 76
a

Using 1 equiv of Ph2P(O)H.