Parallel Synthesis of Strongly Fluorescent Polysubstituted 2,6-Dicyanoanilines via Microwave-Promoted Multicomponent Reaction

Cui, Sun-Liang; Lin, Xu-Feng; Wang, Yan-Guang

doi:10.1021/jo047823h

Cited by 163 publications

(46 citation statements)

References 23 publications

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“…Moreover, they were also prepared under microwave irradiation and by different methods of grinding. 24,25 Although various synthetic procedures for the synthesis of 3,5-diaryl/hetaryl-2,6-dicyanoanilines have been reported, but they need too long reaction times and they have relatively low yields. Additionally, some of them have no reproducibility and have harsh reaction conditions.…”

Section: Introductionmentioning

confidence: 99%

2,6-Dicyanoaniline based donor-acceptor compounds: the facile synthesis of fluorescent 3,5-diaryl/hetaryl-2,6-dicyanoanilines

Yalçın¹,

Kutlu²,

Korkmaz³

et al. 2015

Arkivoc

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A series of new 3,5-diaryl/hetaryl-2,6-dicyanoaniline derivatives were synthesized by threecomponent one-pot procedure at room temperature to 80 o C. The experimental procedure in the preparation of the target compounds is simple, reproducible and it includes short reaction times and easy-isolation/purification of the products. The synthesized compounds are fluorescent active and show wavelength of maximum absorption (λ max ) in UV or visible region in DMSO at room temperature.

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Section: Introductionmentioning

confidence: 99%

2,6-Dicyanoaniline based donor-acceptor compounds: the facile synthesis of fluorescent 3,5-diaryl/hetaryl-2,6-dicyanoanilines

Yalçın¹,

Kutlu²,

Korkmaz³

et al. 2015

Arkivoc

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“…14 Moreover, the main disadvantage of almost all the existing methods is that the catalysts are destroyed in the workup procedure and cannot be recovered or reused. [10][11][12][13][14] On the other hand, no heterogeneous catalysts have been used for this transformation. Therefore, there is still a need for a simpler, more versatile, and environmentally friendly process.…”

Section: Introductionmentioning

confidence: 99%

Zinc titanate nanopowder: an advanced nanotechnology based recyclable heterogeneous catalyst for the one-pot selective synthesis of self-aggregated low-molecular mass acceptor–donor–acceptor–acceptor systems and acceptor–donor–acceptor triads

2012

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Highly stable, environmentally benign ZnTiO 3 nanopowder has been prepared via a sustainable sol-gel method. The nanopowder (90 nm) has been thoroughly characterized by SEM, XRD, EDS, Laser Raman, photoluminescence, UV and IR. The activity of the catalyst was probed through one-pot four-component reaction of aldehydes, ketones and two equivalent propanedinitriles in water without requiring any additives or anhydrous conditions. The reaction requires two different catalytic functions, i.e., an acidic one which is given by Ti(IV) ions and a basic one, given by the oxide ion incorporated within the ZnTiO 3 metal oxide framework. The advantages of this method lie in its simplicity, cost effectiveness, environmental friendliness, and easier scaling up for large scale synthesis without using high pressure, temperature and toxic chemicals. As water was used as a reaction medium and since we are particularly interested in the isolation of a non-aromatic intermediate, the elimination of poisonous HCN was prevented by the Lewis acid character of Ti 4+ up to a sufficiently high temperature. Thus, this process can be considered as a "green" process. Elimination of HCN at higher temperatures still maintains "green" attributes as HCN can be trapped by the basic catalyst under such conditions. Spontaneous generation of low molecular mass self-aggregated organic materials, their one-dimensional packing, and interesting photophysical properties are reported.

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“…In the past decade there have been tremendous development in three-and four-component reactions and great efforts continue to be made to develop new MCRs. [6][7][8][9][10][11][12][13] The need to reduce the amount of toxic waste and by-product arising from chemical processes requires increasing emphasis on the use of less toxic and environmentally compatible materials in the design of new synthetic methods. One of most promising approaches is using water as the reaction media.…”

Section: Introductionmentioning

confidence: 99%

A Facile and Clean Synthesis of Pyrimidine Derivatives via Three‐component Reaction in Aqueous Media

Shi¹,

Shi

Rong

2010

Chin. J. Chem.

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A series of 5-benzylidenepyrimidine-2,4,6(1H,3H,5H)-trione and 5,5'-(arylmethylene) bis[6-aminopyrimidine-2,4(1H,3H)-dione] derivatives were synthesized via the three-component reactions of aromatic aldehyde, 6-aminopyrimidine-2,4-dione and Medrum's acid in aqueous media in the presence of triethylbenzylammonium chloride. The structures of the products were affected by substituents of aromatic aldehydes.

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Parallel Synthesis of Strongly Fluorescent Polysubstituted 2,6-Dicyanoanilines via Microwave-Promoted Multicomponent Reaction

Cited by 163 publications

References 23 publications

2,6-Dicyanoaniline based donor-acceptor compounds: the facile synthesis of fluorescent 3,5-diaryl/hetaryl-2,6-dicyanoanilines

2,6-Dicyanoaniline based donor-acceptor compounds: the facile synthesis of fluorescent 3,5-diaryl/hetaryl-2,6-dicyanoanilines

Zinc titanate nanopowder: an advanced nanotechnology based recyclable heterogeneous catalyst for the one-pot selective synthesis of self-aggregated low-molecular mass acceptor–donor–acceptor–acceptor systems and acceptor–donor–acceptor triads

A Facile and Clean Synthesis of Pyrimidine Derivatives via Three‐component Reaction in Aqueous Media

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