91632-83-6Relevant academic research and scientific papers
Electrochemical Reduction of Organic Compounds. 22. Preparation of Aromatic Aldehydes by Electroreduction of Esters and Amides in the Presence of Chlorotrimethylsilane
Goetz-Schatowitz, P.-R.,Struth, G.,Voss, J.,Wiegand, G.
, p. 230 - 234 (2007/10/02)
The electroreduction of aromatic esters 1 and amides 9 in dry acetonitrile in the presence of chlorotrimethylsilane 2 affords aldehydes 3 in moderate to good yields depending on the aromatic substituents.The formation of 3 and characteristic by-products is discussed.
Rearrangement of Arylhydrazones of α,β-Unsaturated Carbonyl Compounds in Polyphosphoric Acid. 6
Fusco, Raffaello,Sannicolo, Franco
, p. 4374 - 4378 (2007/10/02)
The reactions of a series of N-methyl-N-arylhydrazones of α,β-unsaturated carbonyl compounds 1 with hot polyphosphoric acid are described.Three main courses were observed, depending on the structure of the carbonyl portion of the substrate.Unsaturated α-oxo ester hydrazones (1a-c) rearranged to give substituted 3--2-oxo-3-butenoic acid esters (2a-c); the reaction mechanism strictly resembles the initial steps of the Fischer indole synthesis.Unsaturated aldehyde hydrazones alternatively gave either the di-3-indolylmethane derivatives (3a,b) or the amino nitriles (4a-c).The first process develops through intermediates structurally similar to 2; the latter was demonstrated to be exclusively intramolecular.
