Gold(III) Chloride-Mediated Transformation of Furfural to the trans-N,N-4,5-Diaminocyclopent-2-enones in the Presence of Anilines

Autor:	Marina A. Tzani, Ioannis N. Lykakis
Jazyk:	angličtina
Rok vydání:	2023
Předmět:	gold catalysis furfural anilines diaminocyclopentenones organic synthesis Chemistry QD1-999
Zdroj:	Chemistry, Vol 5, Iss 1, Pp 393-405 (2023)
Druh dokumentu:	article
ISSN:	2624-8549
DOI:	10.3390/chemistry5010029
Popis:	We investigated the efficient approach of a series of trans-N,N-4,5-substituted-diaminocyclopent-2-enones (trans-DACPs) from furfural and anilines mediated by Gold(III) chloride (HAuCl4). The present protocol required a low amount of the catalysts, 1.5 mol%, open air conditions, the absence of any additives, and short reaction times. The desired trans-DACPs were isolated in good to high yields. The protocol was also applied to secondary amines, leading to the corresponding 4,5-diamino-cyclopent-2-enones in good yields. To the best of our knowledge, this is the first gold-mediated paradigm as an efficient catalyst for the formation of the cyclopentenones core-bearing C-N bonds under mild reaction conditions.
Databáze:	Directory of Open Access Journals
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