Water extract of pomegranate ash–I2 as sustainable system for external oxidant/metal/catalyst-free oxidative iodination of (hetero)arenes

Utilization of waste-derived materials for industrially pertinent chemical transformations is highly challenging and offers sustainable solution to waste management. Despite several difficulties in the manufacture of aryl iodides (AIs), which are the fundamental substrates in organic synthesis, we r...

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Autores principales:	Rama Moorthy Appa, Bandameeda Ramesh Naidu, Derangula Venkateswarlu, Marlia M. Hanafiah, Sivarama Krishna Lakkaboyana, Jangam Lakshmidevi, Katta Venkateswarlu
Formato:	article
Lenguaje:	EN
Publicado:	Taylor & Francis Group 2021
Materias:	i2-wepa utilization of waste (hetero)aryl iodides sustainable iodination non-chromatographic purification Science Q Chemistry QD1-999
Acceso en línea:	https://doaj.org/article/10d2aafa346b42498495b5b82fc0eca7
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spelling	oai:doaj.org-article:10d2aafa346b42498495b5b82fc0eca72021-11-26T11:19:48ZWater extract of pomegranate ash–I2 as sustainable system for external oxidant/metal/catalyst-free oxidative iodination of (hetero)arenes1751-82531751-719210.1080/17518253.2021.2006319https://doaj.org/article/10d2aafa346b42498495b5b82fc0eca72021-10-01T00:00:00Zhttp://dx.doi.org/10.1080/17518253.2021.2006319https://doaj.org/toc/1751-8253https://doaj.org/toc/1751-7192Utilization of waste-derived materials for industrially pertinent chemical transformations is highly challenging and offers sustainable solution to waste management. Despite several difficulties in the manufacture of aryl iodides (AIs), which are the fundamental substrates in organic synthesis, we report here, an added oxidant/metal/catalyst/additive and problematic solvent-free versatile and straightforward protocol for the synthesis of AIs using molecular iodine (I2) in water extract of pomegranate ash (WEPA). These transformations were performed at room temperature (rt) and the reactions takes place in 5–20 min to give 83–99% yields of AIs. WEPA was characterized by using XPS, EDX, XRF, XRD, and FTIR analysis and a plausible mechanism has been established based on these analyses along with some control experiments. Further, the products were purified by recrystallization technique. This work with intrinsic sustainability, high substrate feasibility, utilization of biorenewable catalystytic media, ease of execution and separation of products, and added oxidant/catalyst/metal and additive-free conditions may become one among the forefront sustainable procedures in making AIs. The use of waste-derived WEPA as catalystytic media for this iodination is the novelty of this method and may be used these AIs for further in-process transformations (e.g. cross-couplings, nucleophilic reactions, etc.) to access fine chemicals.Rama Moorthy AppaBandameeda Ramesh NaiduDerangula VenkateswarluMarlia M. HanafiahSivarama Krishna LakkaboyanaJangam LakshmideviKatta VenkateswarluTaylor & Francis Grouparticlei2-wepautilization of waste(hetero)aryl iodidessustainable iodinationnon-chromatographic purificationScienceQChemistryQD1-999ENGreen Chemistry Letters and Reviews, Vol 14, Iss 4, Pp 710-722 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	i2-wepa utilization of waste (hetero)aryl iodides sustainable iodination non-chromatographic purification Science Q Chemistry QD1-999
spellingShingle	i2-wepa utilization of waste (hetero)aryl iodides sustainable iodination non-chromatographic purification Science Q Chemistry QD1-999 Rama Moorthy Appa Bandameeda Ramesh Naidu Derangula Venkateswarlu Marlia M. Hanafiah Sivarama Krishna Lakkaboyana Jangam Lakshmidevi Katta Venkateswarlu Water extract of pomegranate ash–I2 as sustainable system for external oxidant/metal/catalyst-free oxidative iodination of (hetero)arenes
description	Utilization of waste-derived materials for industrially pertinent chemical transformations is highly challenging and offers sustainable solution to waste management. Despite several difficulties in the manufacture of aryl iodides (AIs), which are the fundamental substrates in organic synthesis, we report here, an added oxidant/metal/catalyst/additive and problematic solvent-free versatile and straightforward protocol for the synthesis of AIs using molecular iodine (I2) in water extract of pomegranate ash (WEPA). These transformations were performed at room temperature (rt) and the reactions takes place in 5–20 min to give 83–99% yields of AIs. WEPA was characterized by using XPS, EDX, XRF, XRD, and FTIR analysis and a plausible mechanism has been established based on these analyses along with some control experiments. Further, the products were purified by recrystallization technique. This work with intrinsic sustainability, high substrate feasibility, utilization of biorenewable catalystytic media, ease of execution and separation of products, and added oxidant/catalyst/metal and additive-free conditions may become one among the forefront sustainable procedures in making AIs. The use of waste-derived WEPA as catalystytic media for this iodination is the novelty of this method and may be used these AIs for further in-process transformations (e.g. cross-couplings, nucleophilic reactions, etc.) to access fine chemicals.
format	article
author	Rama Moorthy Appa Bandameeda Ramesh Naidu Derangula Venkateswarlu Marlia M. Hanafiah Sivarama Krishna Lakkaboyana Jangam Lakshmidevi Katta Venkateswarlu
author_facet	Rama Moorthy Appa Bandameeda Ramesh Naidu Derangula Venkateswarlu Marlia M. Hanafiah Sivarama Krishna Lakkaboyana Jangam Lakshmidevi Katta Venkateswarlu
author_sort	Rama Moorthy Appa
title	Water extract of pomegranate ash–I2 as sustainable system for external oxidant/metal/catalyst-free oxidative iodination of (hetero)arenes
title_short	Water extract of pomegranate ash–I2 as sustainable system for external oxidant/metal/catalyst-free oxidative iodination of (hetero)arenes
title_full	Water extract of pomegranate ash–I2 as sustainable system for external oxidant/metal/catalyst-free oxidative iodination of (hetero)arenes
title_fullStr	Water extract of pomegranate ash–I2 as sustainable system for external oxidant/metal/catalyst-free oxidative iodination of (hetero)arenes
title_full_unstemmed	Water extract of pomegranate ash–I2 as sustainable system for external oxidant/metal/catalyst-free oxidative iodination of (hetero)arenes
title_sort	water extract of pomegranate ash–i2 as sustainable system for external oxidant/metal/catalyst-free oxidative iodination of (hetero)arenes
publisher	Taylor & Francis Group
publishDate	2021
url	https://doaj.org/article/10d2aafa346b42498495b5b82fc0eca7
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Water extract of pomegranate ash–I2 as sustainable system for external oxidant/metal/catalyst-free oxidative iodination of (hetero)arenes

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