Synthesis of fused bis-indazoles/indazoles <i>via</i> a one-pot sequential strategy

Kishan, Gurram; Jatoth, Ramanna; Edukondalu, Peramalla; Vanga, Anusha; Raghavender, M.; Kota, Shiva Kumar

doi:10.1039/d3ob00121k

Org. Biomol. Chem.

2023

DOI: 10.1039/d3ob00121k

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Synthesis of fused bis-indazoles/indazoles via a one-pot sequential strategy

Gurram Kishan

Ramanna Jatoth

Peramalla Edukondalu

et al.

Abstract: We report here an efficient synthesis of fused bis-indazoles/indazoles via one-pot sequential strategy starting from o-azido aldehyde and amines. This novel method involves sequential formation of 2H-indazole followed by Pd-catalyzed...

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Cited by 5 publications

References 52 publications

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An Electrochemical Oxo‐amination of 2H‐Indazoles: Synthesis of Symmetrical and Unsymmetrical Indazolylindazolones

Mondal,

Ghosh,

Hajra

2024

Chemistry A European J

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We have established a supporting‐electrolyte free electrochemical method for the synthesis of indazolylindazolones through oxygen reduction reaction (eORR) induced 1,3‐oxo‐amination of 2H‐indazoles where 2H‐indazole is used as both aminating agent as well as the precursor of indazolone. Moreover, we have merged indazolone and indazole to get unsymmetrical indazolylindazolones through direct electrochemical cross‐dehydrogenative coupling (CDC). This exogenous metal‐, oxidant‐ and catalyst‐free protocol delivered a number of multi‐functionalized products with high tolerance of diverse functional groups.

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An Electrochemical Oxo‐amination of 2H‐Indazoles: Synthesis of Symmetrical and Unsymmetrical Indazolylindazolones

Mondal,

Ghosh,

Hajra

2024

Chemistry A European J

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2-azidobenzaldehyde: A versatile scaffold for the generation of N‐heterocyclic compounds

Doraghi,

Karimian,

Aledavoud

et al. 2023

Journal of Molecular Structure

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Multifunctional EGCG@ZIF-8 Nanoplatform with Photodynamic Therapy/Chemodynamic Therapy Antibacterial Properties Promotes Infected Wound Healing

Gu,

You,

Yang

et al. 2024

ACS Appl. Mater. Interfaces

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Damaged skin is susceptible to invasion by harmful microorganisms, especially Staphylococcus aureus and Escherichia coli, which can delay healing. Epigallocatechin-3-gallate (EGCG) is a natural compound known for effectively promoting wound healing and its potent anti-inflammatory effects. However, its application is limited due to its susceptibility to oxidation and isomerization, which alter its structure. The use of zeolitic imidazolate framework-8 (ZIF-8) can effectively tackle these issues. This study introduces an oxygen (O 2 ) and hydrogen peroxide (H 2 O 2 ) self-supplying ZIF-8 nanoplatform designed to enhance the bioavailability of EGCG, combining photodynamic therapy (PDT) and chemodynamic therapy (CDT) to improve antibacterial properties and ultimately accelerate wound healing. For this purpose, EGCG and indocyanine green (ICG), a photosensitizer, were successively integrated into a ZIF-8, and coated with bovine serum albumin (BSA) to enhance biocompatibility. The outer layer of this construct was further modified with manganese dioxide (MnO 2 ) to promote CDT and calcium peroxide (CaO 2 ) to supply H 2 O 2 and O 2 , resulting in the final nanoplatform EGCG-ICG@ZIF-8/BSA-MnO 2 /CaO 2 (EIZBMC). In in vitro experiments under 808 nm laser, EIZBMC exhibited synergistic antibacterial effects through PDT and CDT. This combination effectively released reactive oxygen species (ROS), which mediated oxidative stress to inhibit the bacteria. Subsequently, in a murine model of wound infection, EIZBMC not only exerted antibacterial effects through PDT and CDT but also alleviated the inflammatory condition and promoted the regeneration of collagen fibers, which led to accelerated wound healing. Overall, this research presents a promising approach to enhancing the therapeutic efficacy of EGCG by leveraging the synergistic antibacterial effects of PDT and CDT. This multifunctional nanoplatform maximizes EGCG's anti-inflammatory properties, offering a potent solution for promoting infected wound healing.

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Synthesis of fused bis-indazoles/indazoles via a one-pot sequential strategy

Abstract: We report here an efficient synthesis of fused bis-indazoles/indazoles via one-pot sequential strategy starting from o-azido aldehyde and amines. This novel method involves sequential formation of 2H-indazole followed by Pd-catalyzed...

Cited by 5 publications

References 52 publications

An Electrochemical Oxo‐amination of 2H‐Indazoles: Synthesis of Symmetrical and Unsymmetrical Indazolylindazolones

An Electrochemical Oxo‐amination of 2H‐Indazoles: Synthesis of Symmetrical and Unsymmetrical Indazolylindazolones

2-azidobenzaldehyde: A versatile scaffold for the generation of N‐heterocyclic compounds

Multifunctional EGCG@ZIF-8 Nanoplatform with Photodynamic Therapy/Chemodynamic Therapy Antibacterial Properties Promotes Infected Wound Healing

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