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. 2022 Sep 30;12:16395. doi: 10.1038/s41598-022-20699-2

Table 3.

One-pot tandem oxidation /Knoevenagel condensation of alcohols with malononitrile catalyzed by B-V-PIL/W.

graphic file with name 41598_2022_20699_Figaf_HTML.gif
Entry Substrate Product Time (min) Yield (%)a TONb TOFc (h−1)
1 graphic file with name 41598_2022_20699_Figag_HTML.gif graphic file with name 41598_2022_20699_Figah_HTML.gif 90 94 ± 2 8460 5640
2 graphic file with name 41598_2022_20699_Figai_HTML.gif graphic file with name 41598_2022_20699_Figaj_HTML.gif 65 97 ± 1 8730 8083
3 graphic file with name 41598_2022_20699_Figak_HTML.gif graphic file with name 41598_2022_20699_Figal_HTML.gif 65 98 ± 1 8820 8167
4 graphic file with name 41598_2022_20699_Figam_HTML.gif graphic file with name 41598_2022_20699_Figan_HTML.gif 65 90 ± 2 8100 7500
5 graphic file with name 41598_2022_20699_Figao_HTML.gif graphic file with name 41598_2022_20699_Figap_HTML.gif 90 92 ± 1 8280 5520
6 graphic file with name 41598_2022_20699_Figaq_HTML.gif graphic file with name 41598_2022_20699_Figar_HTML.gif 90 92 ± 2 8280 5520
7 graphic file with name 41598_2022_20699_Figas_HTML.gif graphic file with name 41598_2022_20699_Figat_HTML.gif 90 92 ± 1 8280 5520
8 graphic file with name 41598_2022_20699_Figau_HTML.gif graphic file with name 41598_2022_20699_Figav_HTML.gif 120 90 ± 2 8100 4050
9 graphic file with name 41598_2022_20699_Figaw_HTML.gif graphic file with name 41598_2022_20699_Figax_HTML.gif 120 90 ± 2 8100 4050
10 graphic file with name 41598_2022_20699_Figay_HTML.gif graphic file with name 41598_2022_20699_Figaz_HTML.gif 180 80 ± 2 7200 2400
11 graphic file with name 41598_2022_20699_Figba_HTML.gif graphic file with name 41598_2022_20699_Figbb_HTML.gif 185 80 ± 2 7200 2337
12 graphic file with name 41598_2022_20699_Figbc_HTML.gif graphic file with name 41598_2022_20699_Figbd_HTML.gif 185 80 ± 1 7200 2337
13 graphic file with name 41598_2022_20699_Figbe_HTML.gif graphic file with name 41598_2022_20699_Figbf_HTML.gif 180 80 ± 2 7200 2400
14 graphic file with name 41598_2022_20699_Figbg_HTML.gif graphic file with name 41598_2022_20699_Figbh_HTML.gif 160 83 ± 1 7470 3626
15 graphic file with name 41598_2022_20699_Figbi_HTML.gif graphic file with name 41598_2022_20699_Figbj_HTML.gif 150 85 ± 2 7650 5100
16 graphic file with name 41598_2022_20699_Figbk_HTML.gif graphic file with name 41598_2022_20699_Figbl_HTML.gif 180 80 ± 2 7200 2400
17 graphic file with name 41598_2022_20699_Figbm_HTML.gif graphic file with name 41598_2022_20699_Figbn_HTML.gif 180 80 ± 1 7200 2400

Reaction condition: alcohol (1 mmol), malononitrile (1.2 mmol), H2O2 30% (1 mmol), B-V-PIL/W 40 mg in H2O/EtOH (2/1) at 70 °C.

aIsolated yield.

bTON=mol of knoevenagel productmole of HPA on the catalyst.

cTOF=TONTime(h)36,37.