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. Author manuscript; available in PMC: 2009 Mar 27.
Published in final edited form as: Angew Chem Int Ed Engl. 2009;48(10):1830–1833. doi: 10.1002/anie.200805842

Table 2.

Room temperature palladium(II)-catalyzed methoxycarbonylation.

graphic file with name nihms-99548-t0004.jpg
Entry 9 R R′ R″ 10 Yield [%]
1 9a Me Me H 10a 88 (97)[a]
2 9b Et Et H 10b 76
3 9c iPr iPr H 10c 55 (75)[b]
4 9d morpholine H 10d 75
5 9e Me H H 10e 61
6 9f Et H H 10f 81
7 9g iPr H H 10g 90
8 9h tBu H H 10h 88
9 9i Bn H H 10i 85
10 9j Me Me o-Me 10j 88
11 9k Me Me m-Me 10k 84
12 9l Me Me p-Me 10l 78
13 9m Me Me o-MeO 10m 15 (40)[c]
14 9n Me Me m-MeO 10n 26 (60)[c]
15 9o Me Me p-MeO 10o 31 (80)[c]
16 9p Me Me p-CF3 10p 5 (30)[c]
17 9q Me Me m-Br 10q 70
18 9r Me Me p-Br 10r 40
19 9 s Me Me o,p-Me 10 s 56
20 9t Me Me p-CO2Me 10t 36 (46)[c]
21 graphic file with name nihms-99548-t0005.jpg 54
[a]

Reactions conducted with 10 mol% precatalyst.

[b]

Reaction conducted in 100% MeOH with 3 equiv BQ.

[c]

Reactions conducted at 50 °C.