Preparation of 1-nitro-1,3-dienes via nitrotrifluoroacetoxylation of 1,3-dienes

Autor:	A. Jon Bloom, John M. Mellor
Rok vydání:	1987
Předmět:	chemistry.chemical_compound chemistry Nucleophile Nitration Yield (chemistry) Ammonium nitrate Nitro Organic chemistry Alcohol Trifluoroacetic anhydride Sodium hydride
Zdroj:	Journal of the Chemical Society, Perkin Transactions 1. :2737
ISSN:	1364-5463 0300-922X
DOI:	10.1039/p19870002737
Popis:	1,3-Dienes react with trifluoroacetyl nitrate, generated in situ by reaction of ammonium nitrate with trifluoroacetic anhydride, to give mixtures of 1,2- and 1,4-nitrotrifluoroacetates. Subsequent reaction of these mixtures with a base, e.g. potassium acetate or sodium hydride, affords 1-nitro-1,3-dienes in good yield. Examples of the hydrolysis of the nitrotrifluoroacetates to afford 1,2- and 1,4-nitro alcohols, and of nucleophilic additions to the 1-nitro-1,3-dienes, are given.
Databáze:	OpenAIRE
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