One‐Pot Preparation of C 1 ‐Homologated Aliphatic Nitriles from Aldehydes through a Wittig Reaction under Metal‐Cyanide‐Free Conditions

Autor:	Hideo Togo, Masatoshi Ezawa
Rok vydání:	2017
Předmět:	chemistry.chemical_classification Aqueous solution 010405 organic chemistry Cyanide Organic Chemistry 010402 general chemistry 01 natural sciences 0104 chemical sciences Metal Hydrolysis Neopentyl alcohol chemistry.chemical_compound Ammonia chemistry Ylide visual_art Wittig reaction visual_art.visual_art_medium Organic chemistry Physical and Theoretical Chemistry
Zdroj:	European Journal of Organic Chemistry. 2017:2379-2384
ISSN:	1099-0690 1434-193X
Popis:	A one-pot protocol to obtain C1-homologated aliphatic nitriles was achieved by treating aromatic and aliphatic aldehydes with the (methoxymethyl)triphenylphosphonium ylide followed by hydrolysis of the resulting methyl vinyl ethers with pTsOH (Ts = para-toluenesulfonyl) and treatment with molecular iodine and aqueous ammonia under metal cyanide free conditions. Neopentyl-type nitriles, which could not be obtained by conventional methods that involved conversion of the neopentyl alcohol into a tosylate and treatment with metal cyanide, were successfully obtained by using the present method.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::f676d2dbb6d0d5b474c025533e075041 https://doi.org/10.1002/ejoc.201700277 Zobrazit plný text záznamu Plný text ve formátu PDF Plný text ve formátu HTML
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