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One-Pot Synthesis of Isocyanides from Alcohols

Iku Okada, Yoshikazu Kitano*

*Laboratory of Bio-organic Chemistry, Tokyo University of Agriculture and Technology, 3-5-8 Saiwai-cho, Fuchu-shi, Tokyo 183-8509, Japan, Email:

I. Okada, Y. Kitano, Synthesis, 2011, 3997-4002.

DOI: 10.1055/s-0031-1289592

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A one-pot reaction of alcohols with trimethylsilyl cyanide and methanesulfonic acid with subsequent neutralization by triethylamine and dehydration by tosyl chloride and pyridine gave the corresponding isocyanides in good yields. This method enables the synthesis of tertiary and benzylic isocyanides.

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Key Words

isocyanides, alcohols, Ritter reaction

ID: J66-Y2011-3560