Facile Synthesis of 2‐(Substitutedbenzylsulfanyl)benzothiazoles and Their Antimicrobial Activity Screening.

Kumar, Rajneesh; Kumar, Kotha V. S. R. Seshu; Gopal, Kotarkonda Raja

doi:10.1002/chin.200527129

Cited by 2 publications

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“…Previously, we reported that benzyl bromide-mediated glycosidation of SBiz-H donor 1 produced 2-benzylsulfanyl-1 H -benzimidazole 39,40 indicating the direct activation of the leaving group via the anomeric sulfur atom. 6 Similarly, when SBiz-H donor 1 was glycosidated in the presence of MeI, disaccharide 4 was obtained along with 2-methylsulfanyl-1 H -benzimidazole 20 (Scheme 5).…”

Section: Resultsmentioning

confidence: 96%

S-Benzimidazolyl (SBiz) Imidates as a Platform for Oligosaccharide Synthesis via Active–Latent, Armed–Disarmed, Selective, and Orthogonal Activations

et al. 2017

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This article describes the development of S-benzimidazolyl (SBiz) imidates as versatile building blocks for oligosaccharide synthesis. The SBiz imidates have been originally developed as a new platform for active-latent glycosylations. This article expands upon the utility of these compounds. The application to practically all common concepts for the expeditious oligosaccharide synthesis including selective, chemoselective, and orthogonal strategies is demonstrated. The strategy development was made possible thanks to our enhanced understanding of the reaction mechanism and the modes by which SBiz imidates interact with various promoters of glycosylation.

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Section: Resultsmentioning

confidence: 96%

S-Benzimidazolyl (SBiz) Imidates as a Platform for Oligosaccharide Synthesis via Active–Latent, Armed–Disarmed, Selective, and Orthogonal Activations

et al. 2017

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“…Among these synthetic strategies, it is worth mentioning the reactions between 2-mercaptobenzoazoles and benzyl halides. These reactions have different issues regarding green approaches, such as heterogeneous catalysts, metallic sodium, or refluxing acetone employment. Other alternatives imply reactions between 2-mercaptobenzoazoles and benzyl alcohols.…”

Section: Introductionmentioning

confidence: 99%

Green Synthesis of Potential Antifungal Agents: 2-Benzyl Substituted Thiobenzoazoles

Ballari

Cano

Camacho

et al. 2017

J. Agric. Food Chem.

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A series of benzyl-substituted thiobenzoazoles were synthesized by an environmentally friendly approach, to search for new antifungal agrochemicals. Compounds were prepared starting from 2-mercaptobenzoazoles, using KOH, benzyl halides, and water, resulting in a simple and ecological method. New antifungals were tested against a group of phytopathogenic fungi. Two compounds showed an interesting activity against Botrytis cinerea, Fusarium oxysporum, and Aspergillus spp.: 2-((4-(trifluoromethyl)benzyl)thio)benzo[d]thiazole, 3ac, and 2-((4-methylbenzyl)thio)benzo[d]thiazole, 3al. Thus, 3ac and 3al can be considered as broad spectrum antifungal agents. Furthermore, two new compounds, 2-((4-iodobenzyl)thio)benzo[d]thiazole, 3aj, and 2-(benzylthio)benzo[d]oxazole, 3ba, showed better inhibitory effect against Botrytis cinerea and Fusarium oxysporum when compared to the commercial fungicide Captan. Thus, 3aj and 3ba can be considered reduced-spectrum antifungals.

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Facile Synthesis of 2‐(Substitutedbenzylsulfanyl)benzothiazoles and Their Antimicrobial Activity Screening.

Abstract: For Abstract see ChemInform Abstract in Full Text.

Cited by 2 publications

References 2 publications

S-Benzimidazolyl (SBiz) Imidates as a Platform for Oligosaccharide Synthesis via Active–Latent, Armed–Disarmed, Selective, and Orthogonal Activations

S-Benzimidazolyl (SBiz) Imidates as a Platform for Oligosaccharide Synthesis via Active–Latent, Armed–Disarmed, Selective, and Orthogonal Activations

Green Synthesis of Potential Antifungal Agents: 2-Benzyl Substituted Thiobenzoazoles

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