Metal-free regioselective tandem synthesis of diversely substituted benzimidazo-fused polyheterocycles in aqueous medium

Mishra, Pawan K.; Verma, Akhilesh K.

doi:10.1039/c6gc02330d

Cited by 18 publications

(7 citation statements)

References 69 publications

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“…The direct transformations of N -propargylamines into pyrroles without a coupling partner have not been much explored. Keeping these challenges in mind and continuation of our ongoing research on base-mediated reactions and N -heterocyclic synthesis, herein, we have demonstrated a base-mediated direct transformation of N -propargylamine into 2,3,5-trisubstituted 1 H -pyrroles under transition-metal-free conditions (Scheme c).…”

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confidence: 93%

Base-Mediated Direct Transformation of N-Propargylamines into 2,3,5-Trisubstituted 1H-Pyrroles

et al. 2018

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An efficient and base-mediated intramolecular cyclization of N-propargylamines for the synthesis of structurally diversified pyrroles in high yield has been described. The developed methodology is broadly applicable and is tolerated by a variety of functional groups. Key intermediates of natural product discoipyrrole C as well as HMG-CoA-reductase inhibitor have been successfully synthesized using developed chemistry. The proposed mechanism was supported by control experiments.

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confidence: 93%

Base-Mediated Direct Transformation of N-Propargylamines into 2,3,5-Trisubstituted 1H-Pyrroles

et al. 2018

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“…Reaction was also studied using AgNO 3 and result of catalyzed reaction was unsatisfactory. They have optimized the reaction and explained that there was no need for catalyst, additive, and toxic solvent (Scheme 19) [38].…”

Section: Green Chemistrymentioning

confidence: 99%

“…The Role of Green Solvents and Catalysts at the Future of Drug Design and of Synthesis http://dx.doi.org/10.5772/intechopen.71018 [38].…”

Section: The Other Solvents As Mentioned In Green Chemistrymentioning

confidence: 99%

The Role of Green Solvents and Catalysts at the Future of Drug Design and of Synthesis

Mengeş¹

2018

Green Chemistry

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Green chemistry is getting extended in many researches and industry areas. Not only pharmaceutical companies but also the other chemical industries started to take a step for green chemistry due to its advantages such as decreasing of waste and cost. With this respect, we have already witnessed that pharmaceutical companies searched out for green protocol when manufactured the pharmaceuticals. Green chemistry strategies can be seen in solvents, catalysts, and the others. So, we have briefly discussed the green solvents and nanocatalysts in this chapter. We hope that this chapter gives a brief consideration of importance of green chemistry.

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“…Verma and co-workers recently described an eco-benign tandem method of preparation of various benzimidazo-fused heterocyclic compounds, namely benzimidazofused benzofuro[3,2-c]pyridines, benzimidazo-fused benzofuro/benzothieno[2,3-c]pyridines, and benzimidazofused benzoindolo[3,2-c]pyridines, by using functionally varied alkynyl aldehydes and o-phenylenediamines as starting materials in aqueous medium under transition-metal-free conditions (Scheme 53). 39 The reaction occurs through a one-pot inter-and intramolecular C-N bond formation via regioselective 6-endo-dig cyclization.…”

Section: Scheme 49 I 2 -Mediated Intramolecular Aryl C-h Amination Ofmentioning

confidence: 99%

Recent Developments in the Synthesis of Pyrido[1,2-a]benzimidazoles

et al. 2018

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Pyrido[1,2-a]benzimidazole is one of the most important azaheterocyclic compounds consisting of three fused aromatic rings. Molecules containing this core have displayed a wide range of applications in the field of medicinal chemistry. The synthesis of pyrido[1,2-a]benzimidazole and its derivatives has attracted organic chemists because of its tremendous utility in interdisciplinary branches of chemistry. In this context, this review discusses the main advances in the synthesis of pyrido[1,2-a]benzimidazoles via metal-mediated and metal-free reactions from 2000 to 2016.1 Introduction2 Synthetic Approaches to Pyrido[1,2-a]benzimidazoles2.1 Type I: Transition-Metal-Catalyzed Methods2.2 Type II: Metal-Free Approaches3 Conclusion

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Metal-free regioselective tandem synthesis of diversely substituted benzimidazo-fused polyheterocycles in aqueous medium

Abstract: An efficient metal-free approach for the synthesis of benzimidazo-fused polyheterocycles in water.

Cited by 18 publications

References 69 publications

Base-Mediated Direct Transformation of N-Propargylamines into 2,3,5-Trisubstituted 1H-Pyrroles

Base-Mediated Direct Transformation of N-Propargylamines into 2,3,5-Trisubstituted 1H-Pyrroles

The Role of Green Solvents and Catalysts at the Future of Drug Design and of Synthesis

Recent Developments in the Synthesis of Pyrido[1,2-a]benzimidazoles

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