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Oxidative Iododeborylation Reaction of (Hetero)arylboronic Acids in Water Extract of Pomegranate Ash: A Novel and Sustainable Synthesis of Iodo(hetero)arenes

Lakshmidevi, Jangam and Ramesh Naidu, Bandameeda and Siva Sankara Reddy, S. and Katta, Venkateswarlu (2022) Oxidative Iododeborylation Reaction of (Hetero)arylboronic Acids in Water Extract of Pomegranate Ash: A Novel and Sustainable Synthesis of Iodo(hetero)arenes. Waste and Biomass Valorization, 13. pp. 2207-2216.

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Abstract

The exploitation of organic waste-derived products in industrially relevant chemical transformations is a brainstorming and indispensible task in chemical synthesis. Indeed, the ipso-functionalization of (hetero)arylboronic acids [(H)ABAs] under (transition)metal free condisitions is a challenging and intended goal in synthetic chemistry. Further, the synthesis of (hetero) aryl iodides [(H)AIs] under mild and benign conditions is urgently needed task since these are the highly reactive substrates in several state-of-the-art cross-coupling and aromatic functionalization reactions and a very few methods/reagents are available for their synthesis. In this article we have disclosed a mild and effective process for the (H)AIs synthesis via ipso- functionalization of (H)ABAs using water extract of pomegranate peel ash (WEPA) and environmentally benign iodinating agent such as molecular iodine (I 2 ) under external oxidant/(transition)metal/base/additive/organic solvent free conditions. The (H)AIs are formed with high regioselctivity using this protocol has operational simplicity display exceptional functional group compatibility. Present (H)AIs synthesis avoid additional substances (including metals) as oxidizing reagents, additives/ surfactants and catalysts, thus making this procedure as a highly sustainable asset using biorenewable waste based aqueous extract as catalytic media.

Item Type: Article
Uncontrolled Keywords: Waste valorization, (Hetero)aryl iodides, Molecular iodine, WEPA, Biorenewable resource
Subjects: 500 Natural Sciences and Mathematics > 04 Chemistry and Allied Sciences > 24 Organic Chemistry
600 Technology > 08 Food technology > 16 Nutritive value > 07 Waste utilization
Divisions: Dept. of Biochemistry
Depositing User: Somashekar K S
Date Deposited: 18 Dec 2025 10:54
Last Modified: 18 Dec 2025 10:54
URI: http://ir.cftri.res.in/id/eprint/20234

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