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Radical nitrile transfer with methanesulfonyl cyanide or p-toluenesulfonyl cyanide to carbon radicals generated from the acyl derivatives of N-hydroxy-2-thiopyridone

✍ Scribed by Derek H.R. Barton; Joseph Cs. Jaszberenyi; Emmanouil A. Theodorakis

Book ID: 104225459
Publisher: Elsevier Science
Year: 1991
Tongue: French
Weight: 237 KB
Volume: 32
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)92696-0

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✦ Synopsis

Reaction of methanesulfonyl cyanide or p-toluenesulfonyl cyanide with carbon radicals generated from the acyl derivatives of N-hydroxy-2-thiopyridone gives the corresponding nitriles in high yield. A mechanistic scheme is suggested.

There are many synthetic applications of carbon radicals generated from the acyl derivatives of Nhydroxy-2-thiopyridonet.

Their easy synthesis and high reactivity make these compounds attractive tools in

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Homologation of acids via carbon radical

Homologation of acids via carbon radicals generated from the acyl derivatives of N-hydroxy-2-thiopyridone. (The two-carbon problem).

✍ H.R. Derek; Chern Barton Ching-Yuh; Jaszberenyi Cs. Joseph 📂 Article 📅 1991 🏛 Elsevier Science 🌐 French ⚖ 237 KB