1-Methyl-3-(2-(Sulfooxy)Ethyl)-1H-Imidazol-3-Ium Thiocyanate as A Novel, Green, and Efficient BrØNsted Acidic Ionic Liquid-Promoted Regioselective Thiocyanation of Aromatic and Heteroaromatic Compounds at Room Temperature

Sajjadifar, Sami; Hosseinzadeh, Hossein; Ahmadaghaee, Saied; Nezhad, Eshagh Rezaee; Karimian, Saaid

doi:10.1080/10426507.2013.818996

Cited by 11 publications

(3 citation statements)

References 36 publications

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“…586 succinimidinium hydrogensulfate, as efficient catalysts for the room temperature amine protection reaction under neat conditions. 587 The miscellaneous catalysis applications of BAILs include: the insertion of α-diazoacetate into the N−H bonds of amines, 485 regioselective thiocyanation of aromatic and heteroaromatic compounds at room temperature, 588 and conversion of alcohols to azides. 589 Selective nitration of phenols is another instance where nitration with sodium nitrate could be carried out in the presence of acidic ionic liquid 1-butyl-3-methylimidazolium hydrogen sulfate [C 4 C 1 im][HSO 4 ] at room temperature, in good to high yields and short reaction times.…”

Section: Catalysis Applicationsmentioning

confidence: 99%

“…Shirini and co-workers have introduced a new class of BAIL, succinimidinium hydrogensulfate, as efficient catalysts for the room temperature amine protection reaction under neat conditions . The miscellaneous catalysis applications of BAILs include: the insertion of α-diazoacetate into the N–H bonds of amines, regioselective thiocyanation of aromatic and heteroaromatic compounds at room temperature, and conversion of alcohols to azides …”

Section: Applications Of Acidic Ionic Liquidsmentioning

confidence: 99%

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Acidic Ionic Liquids

2016

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Ionic liquid with acidic properties is an important branch in the wide ionic liquid field and the aim of this article is to cover all aspects of these acidic ionic liquids, especially focusing on the developments in the last four years. The structural diversity and synthesis of acidic ionic liquids are discussed in the introduction sections of this review. In addition, an unambiguous classification system for various types of acidic ionic liquids is presented in the introduction. The physical properties including acidity, thermo-physical properties, ionic conductivity, spectroscopy, and computational studies on acidic ionic liquids are covered in the next sections. The final section provides a comprehensive review on applications of acidic ionic liquids in a wide array of fields including catalysis, CO2 fixation, ionogel, electrolyte, fuel-cell, membrane, biomass processing, biodiesel synthesis, desulfurization of gasoline/diesel, metal processing, and metal electrodeposition.

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Section: Catalysis Applicationsmentioning

confidence: 99%

Section: Applications Of Acidic Ionic Liquidsmentioning

confidence: 99%

Acidic Ionic Liquids

2016

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“…Recently, Sajjadifar and co‐workers developed a regioselective thiocyanation of aromatic and heteroaromatic compounds by using 1‐methyl‐3‐(2‐(sulfoxy)ethyl)‐1 H ‐imidazol‐3‐ium thiocyanate, [Msei][SCN], as a Brønsted acidic IL (BAIL), a mixture of H 2 O/ethanol (1:4) as the solvent and H 2 O 2 as a mild and environmentally friendly oxidant (Scheme ). The BAIL was prepared in three steps and then it was employed in the functionalization of indoles 108 and N,N ‐dialkyl anilines 59 .…”

Section: Synthesis Of Chalcogen–functionalized Heterocyclesmentioning

confidence: 99%

Synthesis of Organochalcogen Compounds using Non-Conventional Reaction Media

et al. 2016

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This review is dedicated to the memory of Prof. Nicola Petragnani, a pionner in the chemistry of selenium and tellurium in Brazil, who passed away on December 5, 2015.Organochalcogen compounds (containing S, Se and Te) are interesting either for use as an intermediate in the synthesis of complex molecules or for the exploitation of their biological properties. The growing in the number of papers on the synthesis and application of organochalcogen compounds has been accompanied by a concern about how they are prepared. Here, we provide a comprehensive and updated review on re-cent synthetic methods available for their synthesis using alternative solvents or solvent-free conditions and non-classical energy sources (microwaves irradiation, sonochemistry and mechanochemistry). Organized in fourteen sections, this review brings the more than one hundred alternative methods described so far to access organic compounds containing selenium, tellurium and sulfur.[a] Prof.

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Nitrogen Dioxide Catalyzed Oxidative Thiocyanation of Arenes with Ambient Air as the Terminal Oxidant

et al. 2016

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NO2 is an effective catalyst for the oxidative thiocyanation of arenes. This unique catalyst is inexpensive and separated easily from the final products because of its low boiling point. The mild reaction conditions allow a series of arenes and thiophenes to be thiocyanated smoothly in moderate to high yields. A preliminary mechanistic investigation suggests that the present reaction may proceed through a radical pathway.

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1-Methyl-3-(2-(Sulfooxy)Ethyl)-1H-Imidazol-3-Ium Thiocyanate as A Novel, Green, and Efficient BrØNsted Acidic Ionic Liquid-Promoted Regioselective Thiocyanation of Aromatic and Heteroaromatic Compounds at Room Temperature

Abstract: An efficient and simple method for the preparation

Cited by 11 publications

References 36 publications

Acidic Ionic Liquids

Acidic Ionic Liquids

Synthesis of Organochalcogen Compounds using Non-Conventional Reaction Media

Nitrogen Dioxide Catalyzed Oxidative Thiocyanation of Arenes with Ambient Air as the Terminal Oxidant

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