Enamines as Precursors to Polyfunctional Heteroaromatic Compounds; a Decade of Development

Microwave assisted synthesis of annelated benzosuberone as new penta-heterocyclic ring systems

“…In addition, literature reports explained that, the reaction of heterocyclic amine with enaminone proceeded firstly via nucleophilic attack of the amino group of the heterocyclic amine to the double bond of the enaminone with concurrent elimination of the dimethylamine rather than condensation of water molecule. [18][19][20] On the basis of these findings, structure 4 was discarded and the isolated product from the studied reaction was assigned structure 3 (Scheme 1). It is worthily mentioned that compound 3 had been prepared by Remp …”

Heterocyclic Synthesis Via Enaminonitriles: One-Pot Synthesis of Some New Pyrazole, Pyrimidine, Pyrazolo[1,5-A]Pyrimidine and Pyrido[2,3-D]Pyrimidine Derivatives

“…The 1H NMR spectrum exhib ited singlet signal at  4.88 ppm due to NH2 protons which was attributed to (41) which is consistent isomeric structure (41) specific for three NH protons, in addition to an aro mat ic mu ltip let in the region  7.21-7.83 ppm. In addit ion, according to literature the reaction of hetercyclic amines to the double bond of the enaminonitrile occurs with concurrent elimination of dimethylamine rather than condensation of water mo lecule [45][46][47][48][49][50][51][52][53][54][55][56][57] but in our studying herein elimination of dimethylamine rather than addition on cyano group followed by aro mat ization. On the basis of these finding, structure of (38 and 40) was discarded and the product isolated fro m the studied reaction was assigned structure (41).…”

Enaminones as building blocks in organic syntheses: on the reaction of 3-dimethylamino-2-propenones with malononitrile

“…1 In the last decade we have reported efficient syntheses of polyfunctional molecules utilizing enaminones as starting materials. [2][3][4][5][6][7][8][9][10] Our synthetic approaches have attracted attention.…”