New One-Step Synthesis of Isonitriles

Autor: Kathryn Bardsley, Michael Hagigeorgiou, Victor Cesare, István Lengyel
Rok vydání: 2013
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Zdroj: Synthetic Communications. 43:1727-1733
ISSN: 1532-2432
0039-7911
DOI: 10.1080/00397911.2012.666693
Popis: A new one-step synthesis of isonitriles is described. The starting materials are a primary amine, chloroform, sodium hydride, and the phase-transfer catalyst 15-crown-5 ether, and the solvent is benzene. Five compounds are used to illustrate the features of the new synthesis: 1-adamantyl isocyanide (2a), 2-adamantyl isocyanide (2b), cis-1,8-diisocyano-p-menthane (2c), 2,4,6-trimethylphenyl isocyanide (2d), and trityl isocyanide (2e). The present synthesis is superior to the existing published syntheses because of its yields are good, the by-products are innocuous (H2 gas and NaCl), and its workup is simple. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications® to view the free supplemental file.
Databáze: OpenAIRE
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