. Author manuscript; available in PMC: 2020 Jun 23.

Published in final edited form as: J Am Chem Soc. 2009 May 27;131(20):6961–6963. doi: 10.1021/ja901416p

Table 3.

Slow-Release Cross-Coupling of Air-Stable 2-Pyridyl MIDA Boronate 2i with Aryl and Heteroaryl Chlorides^a


entry	3	4	% isolation yield
1			72
2			60
3			79
4			52
5			74

Reaction conditions: 1.0 equiv of aryl halide 3 (1 mmol), 1.5 equiv of MIDA boronate 2i, 1.5 mol % Pd₂(dba)₃, 6 mol % XPhos, 50 mol % Cu(OAc)₂, 5 equiv of K₂CO₃, 0.1 M in 4:1 DMF/IPA, 100 °C, 4 h.