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. 2021 May 10;17:1048–1085. doi: 10.3762/bjoc.17.84

Table 15.

Addition reaction of arylboronic acids to various 4-oxo-3,4-dihydropyridine-1(2H)-carboxylates catalysed by Pd-NHC complexes PdL7a–c [45].

graphic file with name Beilstein_J_Org_Chem-17-1048-i015.jpg

entry R Ar catalyst yield (%) ee (%)

1 Bn Ph PdL7a 86 99
2 Bn Ph PdL7b 88 >99
3 Bn Ph PdL7c 88 >99
4 Bn 4-Me-C6H4 PdL7b 85 96
5 Bn 4-Me-C6H4 PdL7c 82 95
6 Bn 3-Me-C6H4 PdL7b 80 95
7 Bn 3-Me-C6H4 PdL7c 80 98
8 Bn 4-MeO-C6H4 PdL7b 78 >99
9 Bn 4-MeO-C6H4 PdL7c 82 >99
10 Bn 3-MeO-C6H4 PdL7b 76 99
11 Bn 3-MeO-C6H4 PdL7c 72 90
12 Bn 2-naphthyl PdL7b 85 98
13 Bn 2-naphthyl PdL7c 86 97
14 Bn 4-Ph-C6H4 PdL7b 94 97
15 Bn 4-Ph-C6H4 PdL7c 96 98
16 Et Ph PdL7b 92 87
17 Et Ph PdL7c 90 98
18 Et 2-naphthyl PdL7b 85 97
19 Et 4-Ph-C6H4 PdL7b 95 97
20 t-Bu Ph PdL7b 82 99
21 t-Bu Ph PdL7c 80 98
22 t-Bu 2-naphthyl PdL7b 80 97
23 t-Bu 4-Ph-C6H4 PdL7b 95 >99