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. 2023 Sep 22;28(19):6764. doi: 10.3390/molecules28196764

Table 1.

PdI2-catalyzed oxidative aminocarbonylation of 3-(prop-2-yn-1-yl)pentane-2,4-dione 1a under different conditions a.

graphic file with name molecules-28-06764-i001.jpg
Entry Solvent KI
(Equiv)		 2a
(Equiv)		 Substrate Concn. b T (°C) PCO
(atm)		 Pair
(atm)		 Yield of
3aa (%) c
1 MeCN 1 3 0.10 100 16 4 61
2 dioxane 1 3 0.10 100 16 4 56
3 DMA d 1 3 0.10 100 16 4 41
4 MeCN 0.5 3 0.10 100 16 4 45
5 MeCN 1 2 0.10 100 16 4 29
6 MeCN 1 4 0.10 100 16 4 68
7 MeCN 1 5 0.10 100 16 4 66
8 MeCN 1 3 0.20 100 16 4 63
9 MeCN 1 3 0.05 100 16 4 51
10 MeCN 1 3 0.10 100 32 8 53
11 e MeCN 1 3 0.10 80 16 4 54
12 MeCN 1 4 0.20 100 16 4 72
13 f MeCN 1 4 0.20 100 16 4 55

a Unless otherwise noted, all reactions were carried out in 15 h, using 1 mol% of PdI2. Substrate conversion was quantitative in all cases. b Mmol of starting 1a per mL of solvent. c Isolated yield based on starting 1a. d DMA = N,N-dimethylacetamide. e The GLC analysis showed the presence of trace of substrate. f The reaction was carried out using 0.33 mol% of PdI2.