Iodine(<scp>iii</scp>)-promoted oxidative carbotrifluoromethylation of maleimides with imidazopyridines and Langlois’ reagent

Lai, Dipti; Bhattacharjee, Suvam; Mandal, Saurodeep; Ghosh, Sumit; Sahoo, Prithidipa; Sinha, Subrata; Hajra, Alakananda

doi:10.1039/d3cc05889a

Chem. Commun.

2024

DOI: 10.1039/d3cc05889a

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Iodine(iii)-promoted oxidative carbotrifluoromethylation of maleimides with imidazopyridines and Langlois’ reagent

Dipti Lai,

Suvam Bhattacharjee,

Saurodeep Mandal

et al.

Abstract: A metal-free protocol for oxidative carbotrifluoromethylation of maleimides with imidazopyridines and Langlois’ reagent has been developed using (diacetoxyiodo)benzene (PIDA) as an oxidant. This three-component strategy enables one-step construction of 3,4-disubstituted...

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Cited by 2 publications

References 51 publications

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Hypervalent Iodine Mediated Synthesis of 2‐Aminobenzazoles and 2‐Aminobenzothiazoles

Gu,

Li,

et al. 2024

Asian J Org Chem

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The hypervalent iodine mediated, silica gel promoted synthesis of 2‐aminobenzazoles and 2‐aminobenzothiazole derivatives under metal‐free mild conditions within short time (30min) has been developed. Under this process, PhI(COOCF3)2 (PIFA) or PhI(COOCH3)2 (PIDA) acts as an oxidant and radical initiator direct activated the ortho‐C‐H bond of substrate, silica gel as weakly lewis acid effectively increased the reactivity of the reaction system. This method is compatible with various of arylurea and arylthiourea substrates, which is green, efficient, simple to operate and suitable for practical application.

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Hypervalent Iodine Mediated Synthesis of 2‐Aminobenzazoles and 2‐Aminobenzothiazoles

Gu,

Li,

et al. 2024

Asian J Org Chem

View full text Add to dashboard Cite

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Trifluoromethylation Strategies of Alcohols and Phenols

Pratap Singh,

Ghoshal,

Mishra

2024

Asian J Org Chem

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In this review, we present a comprehensive update on the latest trifluoromethylation protocols for alcohols, highlighting the significant advancements and innovative strategies in this rapidly evolving field. Given the prevalence of hydroxyl groups in pharmaceutical compounds, there is a heightened interest in synthesizing functionalized organic molecules through the ‐CF3 functionalization of parent alcohols. Recent developments have introduced intriguing methods such as O‐trifluoromethylation, dehydroxylative trifluoromethoxylation, deoxytrifluoromethylation, and oxytrifluoromethylation of readily available alcohols. These protocols enable the efficient single‐step construction of diverse structures featuring C‐CF3 and C‐OCF3 bonds. This review aims to encapsulate the significant progress, structural diversity, and mechanistic insights of these transformative reactions, emphasizing their substrate scope and the underlying reaction pathways that drive these advancements.

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Iodine(iii)-promoted oxidative carbotrifluoromethylation of maleimides with imidazopyridines and Langlois’ reagent

Abstract: A metal-free protocol for oxidative carbotrifluoromethylation of maleimides with imidazopyridines and Langlois’ reagent has been developed using (diacetoxyiodo)benzene (PIDA) as an oxidant. This three-component strategy enables one-step construction of 3,4-disubstituted...

Cited by 2 publications

References 51 publications

Hypervalent Iodine Mediated Synthesis of 2‐Aminobenzazoles and 2‐Aminobenzothiazoles

Hypervalent Iodine Mediated Synthesis of 2‐Aminobenzazoles and 2‐Aminobenzothiazoles

Trifluoromethylation Strategies of Alcohols and Phenols

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