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. Author manuscript; available in PMC: 2008 Oct 6.
Published in final edited form as: J Am Chem Soc. 2006 Dec 13;128(49):15625–15631. doi: 10.1021/ja062987w

Table 2.

Survey of Substituents and Their Effects on the Ratio of Ortho versus Ipso Cyclization

graphic file with name nihms51021f10.jpg
entry n R1 amide A/B ratio yield of A three steps
1 0 -H graphic file with name nihms51021t5.jpg <1:99 0%
2 1 -H graphic file with name nihms51021t6.jpg 18:82 7%
3 1 -H graphic file with name nihms51021t7.jpg 43:57 28%
4 1 -Br graphic file with name nihms51021t8.jpg 92:8 49%
5 1 -Br graphic file with name nihms51021t9.jpg 66:33 40%
6 1 -Br graphic file with name nihms51021t10.jpg 46:54 14%