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. Author manuscript; available in PMC: 2017 Feb 5.
Published in final edited form as: Angew Chem Int Ed Engl. 2015 Dec 22;55(6):2205–2209. doi: 10.1002/anie.201510027

Table 1.

Substrate scope for preparation of substituted pyridines[a]

graphic file with name nihms-760830-t0001.jpg
[a]

Typical conditions: het-B(pin) (1 equiv., 0.3 mmol), R-M (1.1 equiv.), −78 °C, CCI3COCI (2 equiv.), −78 to −40 °C; 10% NaOH aq, rt, O2 balloon.

[b]

Isolated yield.

[c]

Typical conditions: (−)sparteine (1.3 equiv., 0.39 mmol), sBuLi (1.3 equiv., 0.39 mmol), N-Boc pyrrolidine (1.3 equiv., 0.39 mmol); het-B(pin) (1 equiv., 0.3 mmol), −78 °C, CCI3COCI (3.5 equiv.), −78 °C; saturated aq. Na2CO3 rt, O2 balloon. het-B(pin) = heteroaryl pinacol bononic ester.