Efficient catalytic synthesis of 2-imidazolines and bis-imidazolines with silica supported tungstosilicic acid

Nasr‐Esfahani, Masoud; Montazerozohori, Morteza; Akhlaghi, Parisa

doi:10.3998/ark.5550190.0011.207

Cited by 8 publications

(3 citation statements)

References 14 publications

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“… [257–260] This method features mild conditions, but it is only applicable to reactions using uronic acids and α‐amino acids. Biomimetic catalytic systems based on multidentate nitrogen ligand‐coordinated Mn‐ [261–265] or Fe‐complexes [266–268] have been developed for decarboxylative hydroxylation or oxygenation in the presence of PhIO, NaIO 4 , and H 2 O 2 . This strategy allows the direct conversion of benzylic and benzoic acids into related alcohols (or ketones).…”

Section: Decarboxylative C−chalcogen Bond Formationmentioning

confidence: 99%

Decarboxylation‐Initiated Intermolecular Carbon‐Heteroatom Bond Formation

Zeng¹,

Feceu

Sivendran

et al. 2021

Adv Synth Catal

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Carboxylic acids are among the most used feedstock chemicals due to their great structural diversity and easy handling. The use of carboxylic acids and their derivatives in decarboxylative couplings has proven to be a valuable tool for the construction of C−C and C‐heteroatom bonds. This synthetic strategy provides a complementary bond disconnection to traditional cross‐coupling methods. In this review, we provide a comprehensive overview of decarboxylation‐initiated intermolecular C‐heteroatom bond formation, outlining several main mechanistic concepts combined with early examples and highlighting the achievements made in the past decade until January 2021. In these reactions, carboxylic acids and their derivatives undergo initial decarboxylation and then react with other heteroatom electrophiles and nucleophiles, thus replacing the carboxylate group with a valuable and prevalent heteroatom functionality.

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Section: Decarboxylative C−chalcogen Bond Formationmentioning

confidence: 99%

Decarboxylation‐Initiated Intermolecular Carbon‐Heteroatom Bond Formation

Zeng¹,

Feceu

Sivendran

et al. 2021

Adv Synth Catal

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“…In 2010, Nasr‐Esfahani and co‐workers synthesized 2‐imidazolines ( 15 ) by the reaction of ethylenediamine ( 13 ) or 2‐propanediamine ( 14 ) with aromatic nitriles ( 12 ) in the presence of catalytic tungstosilicic acid supported on SiO 2 (H 4 SiW 12 O 40 ‐SiO 2 ) (Scheme ) . Under the optimized reaction conditions, these reactions provided good to excellent yields of imidazolines (60–90%).…”

Section: Synthesis Of Imidazolinesmentioning

confidence: 99%

Recent Advances in the Synthesis of Imidazolines (2009–2020)

Mehedi

Tepe

2020

Adv Synth Catal

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Imidazoline is an important class of compounds found in numerous natural and pharmaceutical products. The compounds are also used as an intermediate in the synthesis of organic molecules. Moreover, chiral imidazolines are widely utilized as organocatalysts to synthesize various natural and synthetic organic compounds. In the past decade, there was an increase in interest in developing new methods to synthesize these imidazoline analogs. Both modification of the previously established methods and the development of new methods are carried out significantly. This review article highlights the progress of the synthesis of imidazoline scaffolds in the last few years (2009-present). The review also described the proposed mechanism illustrated in many of the reports.

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“…5 In the past two decades, imidazoline synthetic methods have been modified and optimized for better yields. In addition to classical methods, 5,6 different procedures such as on a solid support, 7 solventfree, 8 sonochemical 9 and microwave-assisted methods are used in the synthesis of these compounds. 10,11 Besides, effective and new enantioselective methods have been improved for the synthesis of chiral imidazoline compounds over the last years.…”

Section: Introductionmentioning

confidence: 99%