Silica sulfuric acid catalyzed synthesis of benzoxazoles, benzimidazoles and oxazolo[4,5-b]pyridines under heterogeneous and solvent-free conditions

Mohammadpoor‐Baltork, Iraj; Moghadam, Majid; Tangestaninejad, Shahram; Mirkhani, Valiollah; Zolfigol, M. A.; Hojati, Seyedeh Fatemeh

doi:10.1007/bf03246491

Cited by 44 publications

(11 citation statements)

References 11 publications

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“…Ngoài ra, một số loại chất màu nhạy quang (dye, là thành phần chủ yếu trong pin mặt trời nhạy quang) đã được điều chế từ cơ cấu khung benzoxazole [5][6][7] . Có nhiều phương pháp tổng hợp các dẫn xuất benzoxazole đã được nghiên cứu như aryl hóa benzoxazole với các aldehyde hương phương 8,9 , đóng vòng các dẫn xuất của các hợp chất 2-nitrophenol hay 2-aminophenol với các loại chất nền khác nhau như halobenzene 10,11 , alcol 12 , aldehyde [13][14][15] , ketone 16,17 , carboxylic acid 18 , orthoester 19 , acid chloride 20 , isocyanide 21 , oxime amide 22 , diphenylacety-lene 23 , phenyl-boronic acid 24…”

Section: Giới Thiệuunclassified

Synthesis of various 2-benzylbenzoxazole derivatives catalyzed by deep eutectic solvent-supported onto magnetic nanoparticles

Tran¹

2020

Sci. Tech. Dev. J. - Nat. Sci.

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Magnetic nanoparticle supported deep eutectic solvents have been synthesized by preparing and grafting [Urea]4[ZnCl2] deep eutectic solvent onto the surface of silica-coated Fe3O4 magnetic nanoparticles using 3‐ chloropropyltrimethoxysilane as a linker. DES@MNP was fully characterized using scanning and transmission electron microscopies, Fourier transforms infrared, energy-dispersive X-ray spectroscopies, vibrating sample magnetometer X-ray diffraction, and thermogravimetric analysis. In this study, we have developed the synthesis of 2-benzylbenzoxazole via condensation reaction of 2-nitrophenols and acetophenones using a magnetic nanoparticle supported [Urea]4[ZnCl2] deep eutectic solvent as a novel, green and efficient catalyst. In the presence of 1,4-diazabicyclo[2.2.2]-octane, elemental sulfur acted as an excellent reductant in promoting oxidative rearranging coupling in this reaction. The reaction has been conducted via the stirring method and the reaction conditions were surveyed (16 h, 130 °C, acetophenone, 2-nitrophenol, DABCO and sulfur molar ratio of 2:1:1:3, 10 mol% DES@MNP catalyst). Six 2-benzylbenzoxazole derivatives have been synthesized via this method with good yield (86-91%). The structure of the pure product has been confirmed through FT-IR, 1H NMR, 13C NMR, and GC-MS methods. More importantly, DES@MNP has been separated from the reaction mixture by a magnet and reused over five consecutive runs without significant loss of catalytic activity.

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Section: Giới Thiệuunclassified

Synthesis of various 2-benzylbenzoxazole derivatives catalyzed by deep eutectic solvent-supported onto magnetic nanoparticles

Tran¹

2020

Sci. Tech. Dev. J. - Nat. Sci.

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“…Synthesis of benzimidazoles mainly is based on condensation of 1,2-diaminoarene derivatives with carboxylic acid derivatives 8 , aldehydes 9 , aryl halides 10 and orthoesters 11 . The most common method for the synthesis of quinoxalines is reaction of 1,2-diaminoarene derivatives with 1,2-dicarbonyl compounds in different conditions.…”

Section: Introductionmentioning

confidence: 99%

Bakers’ Yeast Catalyzed Synthesis of Benzimidazole and Quinoxaline Derivatives in Water

Beheshtiha¹,

Heravi²,

Amrollah³

et al. 2012

Chem Sci Trans

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“…[11][12][13][14][15][16] Therefore, we decided to design new heterogeneous media for the selective mononitration of phenolic compounds.…”

Section: Introductionmentioning

confidence: 99%

Aluminum nitrate and silica sulfuric acid as efficient nitrating media for the mononitration of phenols under mild and heterogeneous conditions

Ghorbani‐Choghamarani

Goudarziafshar

Nikoorazm

et al. 2009

Can. J. Chem.

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A variety of phenol derivatives were successfully nitrated via combination of Al(NO 3 ) 3 Á9H 2 O and silica sulfuric acid in the presence of wet SiO 2 (50% w/w) in dichloromethane at room temperature with moderate-to-good yields.Résumé : Opérant à la température ambiante, dans le dichlorométhane et faisant appel à une combinaison de Al(NO 3 ) 2 Á9H 2 O et d'acide sulfurique lié à de la silice, en présence de SiO 2 humide (50 % w/w), on a réalisé avec succès la nitration des dérivés du phénol, avec des rendements allant de modérés à bons. Mots-clés : nitration, phénol, conditions hétérogènes, nitrate d'aluminium [Al(NO 3 ) 2 Á9H 2 O], acide sulfurique lié à de la silice (SiO 2 -OSO 3 H). [Traduit par la Rédaction]

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Silica sulfuric acid catalyzed synthesis of benzoxazoles, benzimidazoles and oxazolo[4,5-b]pyridines under heterogeneous and solvent-free conditions

Cited by 44 publications

References 11 publications

Synthesis of various 2-benzylbenzoxazole derivatives catalyzed by deep eutectic solvent-supported onto magnetic nanoparticles

Synthesis of various 2-benzylbenzoxazole derivatives catalyzed by deep eutectic solvent-supported onto magnetic nanoparticles

Bakers’ Yeast Catalyzed Synthesis of Benzimidazole and Quinoxaline Derivatives in Water

Aluminum nitrate and silica sulfuric acid as efficient nitrating media for the mononitration of phenols under mild and heterogeneous conditions

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