The reaction ofprima~ nitro compounds with isocyanides and isocyanates in the pmsen~ ¢f a base leads to a new preparation ff nitriles. The reaction probably proceeds through the in situ formation of a nitrile oxide followed by a fast oxygen transfer with the isocyanide. Combined with the Knovemgel a
New synthetic ‘tricks’. Direct conversion of nitro compounds to nitriles
✍ Scribed by Fèlix Urpí; Jaume Vilarrasa
- Publisher
- Elsevier Science
- Year
- 1990
- Tongue
- French
- Weight
- 194 KB
- Volume
- 31
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Treatment of primary nitro groups, in CH2Cl2 at 0 "c. with Sn(SPhM. R3P. and DEAD affords quickly and abnost quantitatively the corresponding n&riles. in a combined process of deoxygenation and delrydration. The same restdt can be obtained, although not so rapidly. uing only R3P (2 eqtdv.) ond DEAD (I eqtdv.).
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