Dicyano(7‐methyl‐6‐oxo‐6H‐dibenzo[b,d]pyran‐9‐yl)methanide Salts via a Multicomponent Reaction

Abstract

Dialkylammonium dicyano (7-methyl-6-oxo-6H-dibenzo[b,d]pyran-9-yl)methanides 4a -4j are obtained in good yields via a simple reaction between 3-acetylcoumarins (¼ 3-acetyl-2H-1-benzopyran-2ones) 1 and malononitrile (2) in EtOH (Table 1). In this reaction, a charge-separated zwitterionic salt is formed.

DNA‐binding activity and cytotoxic and cell‐cycle arrest properties of some new coumarin derivatives: a multispectral and computational investigation

“…Culture plates were obtained from Nunc (Kamstrupvej, Denmark). New benzopyranones derivatives (based on coumarin) were prepared according to a previously described method . Diethylammonium dicyano(7‐methyl‐6‐oxo‐6H‐dibenzo[b,d]pyran‐9‐yl)methanide (4 g; DBP‐g) was selected for further mechanistic studies.…”

Hantzsch reaction with 6-aminouracil: Synthesis of novel tetrakis(6-aminouracil-5-yl)methanes and bis(decahydropyrido[2,3-d:6,5-d']dipyrimidine-tetraones) linked to aliphatic or aromatic cores via ether-amide or ester-amide linkages

“…35,36 Furthermore, the multicomponent reactions (MCRs) provide an easy and rapid access to diversity of heterocycles as they have the advantages of atom-economy and selectivity. 18,[37][38][39][40][41][42][43][44][45][46][47][48][49][50][51] Figure 1. Some selected FDA-approved uracil drugs In connection with the importance of both 1,4-dihydropyridine and the dipyrimidine moiety and in continuation to our interest in enamine chemistry, [52][53][54][55][56] the synthesis of bis(heterocycles) 17,[47][48][49][50][51][52][53][54][55][56][57][58][59][60] as well as the C-C bond formation reactions, 52,[71][72][73] we report herein a highly efficient method for the synthesis of bis(pyrido [2,3-d:6,5-d']dipyrimidinetetraones) linked to aliphatic or aromatic core via ether-amide or esteramide linkages through the reaction of bis(aldehydes) with 6-aminouracil.…”

Hantzsch-like synthesis of novel bis(hexahydroacridine-1,8-diones), bis(tetrahydrodipyrazolo[3,4-b:4′,3′-e]pyridines), and bis(pyrimido[4,5-b]quinolines) incorporating thieno[2,3-b]thiophenes

“…In addition, they have the advantages of atom-economy and selectivity. [1][2][3][4][5][6][7][8][9][10][11][12][13][14][15][16][17][18][19][20] Moreover, 1,4-dihydropyridines (1,4-DHPs) have gained particular interest as they have major therapeutic effects in the treatment of cardiovascular diseases as a class of calciumchannel modulators. Also, they exhibit pharmacological activities that include antitumor, [21][22][23] antioxidant, [24][25][26][27] and antivasodilator.…”