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. Author manuscript; available in PMC: 2015 Sep 8.
Published in final edited form as: Chemistry. 2014 Jul 30;20(37):11726–11739. doi: 10.1002/chem.201402353

Table 5.

Chemoselective Suzuki-Miyaura cross-coupling of 2-B(pin)-substituted allylic acetates with aryl iodides.

graphic file with name nihms626785u5.jpg
Entry Acetate Ar-I Product Yield (%)[a]
1 1a Ph-I graphic file with name nihms626785t49.jpg 6a 96
2 1a 4-MeO-C6H4-I graphic file with name nihms626785t50.jpg 6b 60
3 1a 4-O2N-C6H4-I graphic file with name nihms626785t51.jpg 6c 92
4 1b Ph-I graphic file with name nihms626785t52.jpg 6d 67
5 1d Ph-I graphic file with name nihms626785t53.jpg 6e 99
6 1d 4-O2N-C6H4-I graphic file with name nihms626785t54.jpg 6f 92
7 1f Ph-I graphic file with name nihms626785t55.jpg 6g 70[b]
8 1f 4-O2N-C6H4-I graphic file with name nihms626785t56.jpg 6h 75[b]
[a]

Yield of isolated and purified products.

[b]

The reaction was conducted at 75°C in THF/H2O (10:1).