Site‐ and Regioselectivity of the Reaction of Hydrazonoyl Chlorides with Perimidine Ketene Aminal. Antimicrobial Evaluation of the Products

Abstract

Reaction of hydrazonoyl chlorides with perimidine ketene aminal derivative in dioxane in the presence of triethylamine afforded either pyrrolo[1,2‐a]perimidines or pyrazolyl perimidines depending on the type of hydrazonoyl chloride used. The reaction was found to be site‐ and regioselective according to the suggested mechanism. The structure of the newly synthesized compounds was established on the basis of spectral data and elemental analyses. In addition, the antimicrobial activity of the newly synthesized compounds was evaluated, and the results showed moderate activity of all compounds against the bacterial species.

Design, Synthesis and Cytotoxic Activities of Pyrazole‐Perimidine Hybrids

“…[11] There are many studies on the biological activities of perimidines and its chemical applications. And also, various substituted perimidines show antibacterial, [12] antiinflammatory, [13] antifungal, [14] antitumor, [15] anticancer, [16] acetylcholinesterase inhibitor [17] and cytotoxic effect. [18] Some perimidine compounds exhibiting biological activity and fluorescence properties are given in the Figure 1.…”

Microwave‐Assisted Synthesis of Antimicrobial Agents Containing Carbazole and Thiazole Moieties

“…Recently, a series of carbazole aminothiazoles were synthesized and showed potent antimicrobial activity [31]. In view of these facts and as a part of our enduring studies in the area of antimicrobial agents [32][33][34][35][36][37][38][39], we are interested in this article to synthesize biologically active hybrid pharmacophores (carbazole and thiazole) by integrating them in one molecular platform for biological evaluation.…”

Facial Regioselective Synthesis of Novel Bioactive Spiropyrrolidine/Pyrrolizine-Oxindole Derivatives via a Three Components Reaction as Potential Antimicrobial Agents

“…In particular, azomethineylides have been used to synthesize pyrrolidines and pyrrolizines with various substitutions, allowing the introduction of several functional groups in a single operation [ 15 ]. As part of our own interest in the synthesis of biologically active heterocyclic compounds [ 16 , 17 , 18 , 19 , 20 , 21 , 22 , 23 ], we report an efficient methodology for the synthesis of novel spirooxindole-spiropiperidinone-pyrrolidine and spirooxindole-spiropiperidinone-pyrrolizine derivatives, and investigate their antimicrobial activities.…”