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. Author manuscript; available in PMC: 2014 Sep 16.
Published in final edited form as: Angew Chem Int Ed Engl. 2013 Aug 9;52(38):10.1002/anie.201304188. doi: 10.1002/anie.201304188

Table 2.

Cyanation of heteroaryl halides[[a],[b]]

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L1 95% (0.7% P1) L2 97% (1% P2) L2 93% (2% P2) L2 64% (4% P2)[c]
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L2 66% (1.6% P2)[d] L2 91% (4% P2) L2 91% (4% P2) L2 92% (1.4% P2)
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L2 93% (1% P2) L3 64% (5% P3)[e] L2 94% (4% P2) L3 99% (1.5% P3)
[a]

Reaction conditions: aryl chloride (1 mmol), K4[Fe(CN)6]•3H2O (0.5 equiv), precatalyst (× mol %), ligand (× mol %) KOAc (0.125 equiv), dioxane (2.5 mL), H2O (2.5 mL).

[b]

Isolated yields, average of 2 independent runs.

[c]

0.5 equiv KOAc.

[d]

Low yield due to product volatility.

[e]

Isolated as HCl salt, 95:5 mixture of HetArCN:HetArBr.