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. Author manuscript; available in PMC: 2012 Mar 9.
Published in final edited form as: Chem Rev. 2011 Feb 14;111(3):1417–1492. doi: 10.1021/cr100327p

Table 4.

Cyclization of Haloalkenes via Intramolecular Suzuki Coupling (Suzuki and coworkers, 1989)

Entry Haloalkene Product Yield (%)
1 graphic file with name nihms273916t8.jpg graphic file with name nihms273916t9.jpg 86
2 graphic file with name nihms273916t10.jpg graphic file with name nihms273916t11.jpg 66
3 graphic file with name nihms273916t12.jpg graphic file with name nihms273916t13.jpg 68
4 graphic file with name nihms273916t14.jpg graphic file with name nihms273916t15.jpg 70
5 graphic file with name nihms273916t16.jpg graphic file with name nihms273916t17.jpg 84
a

Hydroboration was carried out with 9-BBN-H in THF at 0 °C-rt. for 4 h then cross-coupled intramolecularly in the presence of Pd(dppf)CI2 (1.5 mol%) and NaOH (3.0 equiv).