119368-63-7Relevant academic research and scientific papers
REACTIVIDAD DE ENAMINAS TERCIARIAS DE DERIVADOS CICLICOS Y DE CADENA ABIERTA DEL ACIDO 3,4-DIOXOBUTANOICO
Ancos, B. de,Farina, F.,Maestro, M. C.,Martin, M. R.
, p. 132 - 141 (2007/10/02)
Enaminoester 1a and enaminofuranone 2 with iodomethane, 2-chloro-1,3-dithiane and phenyldiazonium tetrafluoroborate afford the products resulting from electrophilic attack on the C-α to the carbonyl group.However, acyl chlorides with 1a yield O-acylated products.The above reactives and 1a give the corresponding products of enamino group hydrolysis.Enamines 1a and 1b react with dichlorocarbene, generated in phase transfer conditions, to yield chlorofuranones 17a and 17b dimethoxyacetamides 18a and 18b . p-Nitrophenylazide affords 1,2,3-triazol 20 in good yield by reaction with enaminoester 2; but when reacts with 2 gives in small amount the azoderivative 21.It is noteworthy that in the above cycloaddition reactions, the open-chained enaminoester 1a is much more reactive than the enaminofuranone 2.Palabras clave: Enaminoester, enaminolactona, alquilacion, acilacion, cicloadicion, diclorocarbeno, triazol.
