β-Cyclodextrin catalyzed synthesis of substituted indoles in aqueous medium

Shankar, J.; Satish, G.; Kumar, B. S. P. Anil; Nageswar, Y. V. D.

doi:10.5155/eurjchem.5.4.668-670.1085

Cited by 7 publications

(4 citation statements)

References 22 publications

(18 reference statements)

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“…Another class of useful organocatalysts is constituted by βcyclodextrines, which are cyclic oligosaccharides presenting hydrophobic cavities. 111 The catalytic mechanism is based on aldehyde complexation by cyclodextrine through hydrogen bonding, favouring the formation of the iminium species with Please do not adjust margins Please do not adjust margins reactions a free N-H indole is fundamental to secure high enantioselectivity. In this field, axially chiral biaryls such as BINOL derivatives, are the most widely exploited catalysts.…”

Section: Scheme 29mentioning

confidence: 99%

Catalytic C3 aza-alkylation of indoles

et al. 2020

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Section: Scheme 29mentioning

confidence: 99%

Catalytic C3 aza-alkylation of indoles

et al. 2020

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“…A new route to the synthesis of furanones was developed by Murthy et al . via the MCR of aldehydes 10 , anilines 1 , and diethylacetylenedicarboxylate 4 , which led to the preparation of 3,4,5‐substituted furan‐2(5 H )‐ones 19 using β‐CD as a biodegradable and recyclable supramolecular catalyst in water at 60–70°C within 12–16 h (Scheme ) . Furthermore, no product was detected in the absence of a catalyst, even after long reaction times (24–30 h).…”

Section: Application Of β‐Cd For the Synthesis Of Heterocyclesmentioning

confidence: 99%

β-Cyclodextrin as an Efficient and Recyclable Supramolecular Catalyst for the Synthesis of Heterocyclic Compounds

Abbasi

2017

Journal of the Chinese Chemical Society

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β-Cyclodextrin (β-CD), a naturally occurring supramolecular structure, is an effective catalyst for the synthesis of heterocyclic compounds. Its ubiquity, high performance, nontoxicity, ease of separation, and reusability have drawn the attention of green chemists. Here we present the synthetic procedures of heterocyclic compounds catalyzed by β-CD in water and compare them with those using organic solvents. In many cases, using water as the solvent shows better efficiency than conventional organic solvents with regard to catalytic activity and simplicity of recycling procedures. This review highlights the applications of β-CD in catalysis covering the years 2004-2016.Mohsen Abbasi was born in Jam, Bushehr, Iran,in 1989. He received the B.Sc. degree in pure chemistry from the University of Zabol in 2012, and the M.Sc. degree in organic chemistry from Ferdowsi University of Mashhad, Iran, in 2014 under the supervision of Dr. Seyed Mohammad Seyedi. His research interests include organic methodology catalysis and the application of multicomponent reactions in the synthesis of heterocyclic compounds. He has co-authored several reseach papers published in reputed journals and national conference proceedings.

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“…63 Recent reports include catalysts such as (BaOTf) 2 , 64 l -proline, 65 Nano ZnO, 66 LCMNPs, 67 β-cyclodextrin, 68 amberlite IRA-400 Cl, 69 and Fe 3 O 4 @chitosan. 70 Similarly, for 3-amino alkylated indoles, recent reported methodologies include l -proline, 71 SDS, 72 iron( iii ) phosphate, 73 β-cyclodextrin, 74 PMA–SiO 2 , 75 silver triflate, 76 bromodimethylsulfonium bromide (BDMS), 77 PANI-HBF 4 , 78 ZrOCl 2 ·2H 2 O/CuCl 2 ·3H 2 O, 79 RGO/ZnO, 80 and cellulose sulfonic acid. 81 However, many of these methodologies are accompanied by several drawbacks such as expensive catalysts, usage of hazardous organic solvents, high temperatures, prolonged reaction times, huge organic waste, low product yield, and difficulty in the recovery and reuse of catalysts.…”

Section: Introductionmentioning

confidence: 99%