Science of Synthesis

Aitken, R. A.; Aitken, K. M., Science of Synthesis, (2010) 41, 170.

Addition of hydrogen cyanide to nitroalkenes gives β-nitro nitriles as products. Hydrogen cyanide reacts with nitroalkenes in the presence of a catalytic amount of potassium cyanide. Hydrogen cyanide is generated in situ from potassium cyanide and hydrochloric acid in the hydrocyanation of a nitrosteroid ‌413‌ (‌Scheme 240‌).[‌619‌] The cyanation reagents are used in large excess for the valuable nitroalkene but this is not recommended for large-scale preparations.

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