Presentation Title

Extension of Microwave Gold Catalysis Towards Benzimidazole Derivatives

Faculty Mentor

Robert Iafe

Start Date

23-11-2019 10:00 AM

End Date

23-11-2019 10:45 AM

Location

261

Session

poster 3

Type of Presentation

Poster

Subject Area

physical_mathematical_sciences

Abstract

Fungal infections stand out as one of the biggest contributors towards the classification of opportunistic infections. Opportunistic infections take advantage of immunocompromised people, and if not treated accordingly, have been shown to lead to death. Many current treatments to fight prevalent fungal infections contain the azole functional group. In the azole family, the triazole and imidazole functional groups, which differ by a single nitrogen in ring, inhibit the growth of fungal infections through the interaction and disruption of the fungal membrane. The need for the development of a wide range of effective drug treatments becomes more prevalent as pathogenic fungi have the potential to develop drug resistance. Previous research in our lab has produced a simple, cost-efficient method to synthesize molecules with the benzotriazole scaffold through the formation of a nitrogen bond from the azole ring with a benzylic alcohol with microwave assisted gold catalysis. Investigations with the reaction conditions has allowed for the catalytic method to be expanded towards the benzimidazole functional group. Access to the benzimidazole scaffold has opened new avenues for the development of a wider range of novel compounds that can be used as potential antifungal agents. Thus far, the benzimidazole reaction using microwave-assisted gold catalysis has been able to generate products from benzylic alcohols with benzimidazole, but further optimization is still necessary to produce higher yields. Over nine screens with various gold and silver catalysts have been used, with the highest yield being 73%. The reaction uses 5 mol-%, gold and silver catalysts with slight excess of benzimidazole with 1-phenylethanol. Further optimization will lead towards the synthesis of more novel compounds from the imidazole derivatives to treat the ongoing threat of fungal drug resistance.

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Nov 23rd, 10:00 AM Nov 23rd, 10:45 AM

Extension of Microwave Gold Catalysis Towards Benzimidazole Derivatives

261

Fungal infections stand out as one of the biggest contributors towards the classification of opportunistic infections. Opportunistic infections take advantage of immunocompromised people, and if not treated accordingly, have been shown to lead to death. Many current treatments to fight prevalent fungal infections contain the azole functional group. In the azole family, the triazole and imidazole functional groups, which differ by a single nitrogen in ring, inhibit the growth of fungal infections through the interaction and disruption of the fungal membrane. The need for the development of a wide range of effective drug treatments becomes more prevalent as pathogenic fungi have the potential to develop drug resistance. Previous research in our lab has produced a simple, cost-efficient method to synthesize molecules with the benzotriazole scaffold through the formation of a nitrogen bond from the azole ring with a benzylic alcohol with microwave assisted gold catalysis. Investigations with the reaction conditions has allowed for the catalytic method to be expanded towards the benzimidazole functional group. Access to the benzimidazole scaffold has opened new avenues for the development of a wider range of novel compounds that can be used as potential antifungal agents. Thus far, the benzimidazole reaction using microwave-assisted gold catalysis has been able to generate products from benzylic alcohols with benzimidazole, but further optimization is still necessary to produce higher yields. Over nine screens with various gold and silver catalysts have been used, with the highest yield being 73%. The reaction uses 5 mol-%, gold and silver catalysts with slight excess of benzimidazole with 1-phenylethanol. Further optimization will lead towards the synthesis of more novel compounds from the imidazole derivatives to treat the ongoing threat of fungal drug resistance.