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. Author manuscript; available in PMC: 2011 Jul 7.
Published in final edited form as: J Am Chem Soc. 2010 Jul 7;132(26):8885–8887. doi: 10.1021/ja1034123

Table 3.

Alkoxy- and acyloxyarylation of simple alkenes.a

graphic file with name nihms-215072-f0011.jpg
entry R1 R2 product yield (%)
1 graphic file with name nihms-215072-t0012.jpg graphic file with name nihms-215072-t0013.jpg 4-Br 25 69
2 Me 2-CO2Me 26 78
3 Me(CO) 4-Br 27 51b
4 graphic file with name nihms-215072-t0014.jpg n = 5 graphic file with name nihms-215072-t0015.jpg 4-Br 28 76
5 n = 5 (Me)3CCH2 4-Br 29 73
6 n = 9 (Me)3CCH2 H 30 66
7 n = 5 Me(CO) 4-Br 31 53b
a

100 μmol of alkene, 0.1 M in 9:1 MeCN:R1OH at 50 °C for 14h; 2 equiv. ArB(OH2), 2 equiv. Selectfluor®. The catalyst and ArB(OH)2 were added in 2 portions at t = 0 and 2h.

b

Only 5 equiv R1OH used, 0.1 M in MeCN.