Synthesis of (E)-nitroolefins and substituted nitrobenzenes via decarboxylative nitration using cellulose supported copper nanoparticles

Baruah, Diganta; Pahari, Pallab; Konwar, Dilip

doi:10.1016/j.tetlet.2015.03.055

Cited by 22 publications

(6 citation statements)

References 24 publications

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“…The radical addition/ decarboxylation cascade could be used as an alternative protocol for the nitroolefins synthesis. Fe(NO 3 ) 3 , NaNO 3 , Bi(NO 3 ) 3 ⋅ 5H 2 O, NO 2 BF 4 , tert ‐butyl nitrite (TBN), and 1,3‐disulfonic acid imidazolium nitrate ([Dsim]NO 3 ) were used as the ⋅NO 2 precursor. For an example, in 2015, the Rajanna group described an ultrasonically assisted nitration via multicomponent reactions of trichloroisocyanuric acid, DMF, NaNO 2 and cinnamic acids.…”

Section: Radical Additionmentioning

confidence: 99%

Recent Advances of Cinnamic Acids in Organic Synthesis

et al. 2020

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The great success of cinnamic acids was rooted in their multiple functional groups. Herein, reactions triggered by the radical addition, electrophilic addition, Michael addition and reactions of acids were thoroughly discussed and summarized. Multi-component reactions, rearrange-ments, stereoselective synthesis, coupling, additions will be depicted in detail. This review focused on advances of cinnamic acids in the last decade (2010)(2011)(2012)(2013)(2014)(2015)(2016)(2017)(2018)(2019)(2020). We hope this review will be good for a better understanding of these reagents and future research. * , [7,8] acyl [9] and ketonic [10] radicals were reported. Toluene, [8a-c,9] boron reagents, [8d] aldehydes, [8e] acids, [9b,c] amides, [9d,12e-f] ketones, [10a-b] ethers, [11a-c] alcohols, [12a] epoxides, [12b] nitriles [12a] were able to function as radical precursors.Mao and co-workers [4] reported the decarboxylative methylation of cinnamic acids. The DTBP was employed not only as the oxidant, but also as the methyl source.C vinyl À CF 3 compounds (like Panomifene, and Cyhalothrin) were useful in medicinal chemistry. [5b] Hence, numerous efforts have been devoted to the preparation of these compounds. In this decade, several applications of air-stable Togni's reagent [5a-c,6a] or NaSO 2 CF 3 [5d-f,6b] for the direct C vinyl À CF 3 construction from cinnamic acids have been reported. These radical addition and decarboxylative methods usually required a metal-catalyst (Ir, [5a] Cu [5c,e,6b] ) (Scheme 3)Hu and co-workers [6a] presented a protocol for the construction of C sp2 À CF 2 SO 2 R bonds with a Togni-type reagent. The [a] L.Scheme 1. Classification by mechanism Scheme 2. Radical cascade.

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Section: Radical Additionmentioning

confidence: 99%

Recent Advances of Cinnamic Acids in Organic Synthesis

et al. 2020

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“…Introduction. Nitration is one of the most important reactions of organic synthesis and is widely used in laboratory practice and production [1][2][3].…”

Section: Production Of Nitrocellulose From Cellulose Cultivated In So...mentioning

confidence: 99%

Production of Nitrocellulose From Cellulose Cultivated in South Kazakhstan Under Supercritical Conditions

Ikhsanov¹,

Meirbekov²

2020

OF THE ACADEMY OF SCIENCES OF THE REPUBLIC OF KAZAKHSTAN JSC «D

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News of the Academy of sciences of the Republic of Kazakhstan 2 NAS RK is pleased to announce that News of NAS RK. Series of chemistry and technologies scientific journal has been accepted for indexing in the Emerging Sources Citation Index, a new edition of Web of Science. Content in this index is under consideration by Clarivate Analytics to be accepted in the Science Citation Index Expanded, the Social Sciences Citation Index, and the Arts & Humanities Citation Index. The quality and depth of content Web of Science offers to researchers, authors, publishers, and institutions sets it apart from other research databases. The inclusion of News of NAS RK. Series of chemistry and technologies in the Emerging Sources Citation Index demonstrates our dedication to providing the most relevant and influential content of chemical sciences to our community.

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“…(E)-Nitroolefins were obtained stereoselectively in excellent yields under mild and convenient reaction conditions. This novel and efficient catalytic system was also successfully applied in nitrodecarboxylation of a few benzoic acids providing major advantages over existing protocols [9].…”

Section: Solid-phase Supported Reagentsmentioning

confidence: 99%

Combinatorial Chemistry Online Volume 17, Issue 7, July 2015

Terrett

2015

Combinatorial Chemistry - an Online Journal

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Synthesis of (E)-nitroolefins and substituted nitrobenzenes via decarboxylative nitration using cellulose supported copper nanoparticles

Cited by 22 publications

References 24 publications

Recent Advances of Cinnamic Acids in Organic Synthesis

Recent Advances of Cinnamic Acids in Organic Synthesis

Production of Nitrocellulose From Cellulose Cultivated in South Kazakhstan Under Supercritical Conditions

Combinatorial Chemistry Online Volume 17, Issue 7, July 2015

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