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

Table 23.

Addition reactions of arylboronic acids to substituted chromones and N-Cbz-4-quinolones catalysed by L9/Pd(TFA)2 [51].

graphic file with name Beilstein_J_Org_Chem-17-1048-i023.jpg

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

1 O H Ph 91 94
2 O H 2-F-C6H4 50 76
3 O H 3-Me-C6H4 66 90
4 O H 3-MeOOC-MeC6H4 72 93
5 O H 3-Br-C6H4 40 89
6 O H 3-(CF3CONH)-C6H4 77 98
7 O H 3-Cl-C6H4 52 94
8 O H 4-Me-C6H4 64 94
9 O H 4-Et-C6H4 36 85
10 O H 4-F-C6H4 51 90
11 O H 3,5-diMeO-C6H3 69 95
12 O H dibenzofuran-4-yl 64 77
13 O 6-Ac-5,7-diMe Ph 98 90
14 O 6-Ac-5,7-diMe 3-Me-C6H4 76 88
15 O 6-Ac-5,7-diMe 4-Et-C6H4 45 86
16 O 6-Ac-5,7-diMe Ph 79 95
17 O 6-Ac-5,7-diMe 3-Me-C6H4 84 86
18 O 6-Ac-5,7-diMe 3-Br-C6H4 65 95
19 O 6-Ac-5,7-diMe 4-F-C6H4 68 91
20 O 6-Ac-5,7-diMe 3-MeOOC-C6H4 90 86
21 O 6-Ac-5,7-diMe dibenzofuran-4-yl 70 83
22 O 5,7-diMe Ph 84 93
23 O 5,7-diMe 4-(CF3CONH)-3-MeO-C6H3 80 95
24 O 7-OAc Ph 77 92
25 O 7-OH Ph 77 93
26 O 7-OH 3-Me-C6H4 66 90
27 O 7-OH 4-F-C6H4 50 93
28 O 7-MeO Ph 96 94
29 O 7-MeO 3-MeOOC-C6H4 81 96
30 NCbz H Ph 50 80
31 NCbz H 3-(CF3CONH)-4-Me-C6H3 45 85
32 NCbz H 3-Me-C6H4 51 85
33 NCbz H 3,5-diMeO-C6H3 50 85
34 NCbz H 3-MeOOC-C6H4 34 60
35 NCbz H 4-F-C6H4 65 89
36 NCbz H 4-Me-C6H4 45 67
37 NCbz H 4-MeO-C6H4 36 54
38 NCbz H dibenzofuran-4-yl 31 40