Insights into selenylation of imidazo[1,2-a]pyridine: synthesis, structural and antimicrobial evaluation

Abstract

An efficient methodology was developed to synthesize novel organoselenium derivatives of formyl-substituted imidazo[1,2-a]pyridine by nucleophilic aromatic substitution.

Zero-, one-, two- and three-dimensional supramolecular architectures sustained by Se…O chalcogen bonding: A crystallographic survey

“…The chemical diagrams of the 19 mono-nuclear selenium(II) molecules aggregating to form linear supramolecular chains in their crystals based on Se … O chalcogen bonding contacts, i.e. 56 – 74 [12] , [120] , [121] , [122] , [123] , [124] , [125] , [126] , [127] , [128] , [129] , [130] , [131] , [132] , [133] , [134] , [135] , [136] , [137] , are shown in Fig. 6 .…”

“…7 a shows the formation of Se … O(ether) contacts giving rise to the chain in the crystal of 56 [120] . Molecules 57 [121] , 58 [122] , 59 [123] and 60 [124] employ carbonyl-oxygen atoms in the chalcogen bonding interaction. As seen in Fig.…”

Allylic Selenocyanates as New Agents to Combat Fusarium Species Involved with Human Infections

“…Organoselenium compounds exhibit several pharmacological properties, including antimicrobial activity against bacteria and fungi ,. For instance, imidazo‐[1, 2‐a]pyridine based organoselenium compounds have shown unique antifungal properties, including the synergistic effect with antibiotics to enhance their antimicrobial activity . Ebselen and its analogues have been reported as antifungal compounds and its activity have been related, at least in part, to the inhibition of H + ‐ATPase ,.…”

Ultrasound-assisted synthesis of imidazo[1,2-a]pyridines and sequential one-pot preparation of 3-selanyl-imidazo[1,2-a]pyridine derivatives

“…As mentioned before, the combination of N-heterocycles with organochalcogen moieties is an interesting strategy to prospect for new compounds with increased pharmacological activities. [29][30][31][32] In this line, the development of alternative, green methods based in ultrasound synthesis of organochalcogen-containing Nheterocycles under non-conventional reaction media is an interesting field of research, in consideration of economic, environmental and health issues. 42 Still, the growing interest in these compounds as promising new drugs, functional materials, catalysts and synthetic intermediates collaborate to reinforce the importance of this class of compounds.…”

“…27,28 Thus, the synthesis and biological evaluation of selenium containing imidazo [1,2-a]pyridines are interesting fields of research, which combine at least two bioactive moieties in one molecule as an effective strategy for designing new pharmacologically promising drugs. 4,[29][30][31][32] In the last years, sonochemistry has established itself as an indispensable tool in drug discovery and green organic synthesis. [33][34][35][36][37] Reactions promoted by ultrasound are faster due to the turbulent flow of the liquid phase caused by the cavitation, which enhances the mass transfer in heterogeneous systems.…”