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Org Biomol Chem ; 13(9): 2588-99, 2015 Mar 07.
Article in English | MEDLINE | ID: mdl-25573411

ABSTRACT

One pot syntheses of furan, thiophene, and pyrrole were accomplished by oxidative deacetylation using Mn(III)/Co(II) catalysts and the Paal-Knorr reaction from 1,5-dicarbonyl compounds, which are prepared from the conjugate addition of ethyl acetoacetate to α,ß-unsaturated carbonyl compounds. The oxidative deacetylation and reductive cyclization of ß-ketoesters derived from ethyl acetoacetate and o-nitrobenzyl bromides efficiently produced diversely substituted indoles.


Subject(s)
Acetoacetates/chemistry , Esters/chemistry , Hydrocarbons, Aromatic/chemical synthesis , Organometallic Compounds/chemistry , Acetylation , Catalysis , Cyclization , Hydrocarbons, Aromatic/chemistry , Molecular Structure , Oxidation-Reduction
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