- Exploring the influence of steric hindrance and electronic nature of substituents in the supramolecular arrangements of 5-(substituted phenyl)-2-formylpyrroles
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A family of 5-(substituted phenyl)-2-formylpyrrole compounds, exhibiting different electronic and steric features at the phenyl ring, was synthesised through the formylation reaction of the corresponding 2-(substituted phenyl)pyrrole precursors, using Vil
- Figueira, Cludia A.,Lopes, Patrcia S.,Gomes, Clara S. B.,Veiros, Lus F.,Gomes, Pedro T.
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- Isomer-Specific Hydrogen Bonding as a Design Principle for Bidirectionally Quantitative and Redshifted Hemithioindigo Photoswitches
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A new class of bidirectionally quantitative photoswitches based on the hemithioindigo (HTI) scaffold is reported. Incorporation of a pyrrole hydrogen-bond donor leads to a bathochromic shift allowing for quantitative bidirectional isomerization. Additionally, extending conjugation from the electron-rich pyrrole results in quantitative visible-light photoswitches, as well as photoswitches that isomerize with red and near-infrared light. The presence of the hydrogen bond leading to the observed redshift is supported by computational and spectroscopic evidence.
- Zweig, Joshua E.,Newhouse, Timothy R.
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p. 10956 - 10959
(2017/08/21)
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- 2,4-Imidazolinedione heterocyclic derivative, and preparation method and use thereof
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The invention belongs to the field of chemical medicines, and concretely relates to a 2,4-imidazolinedione heterocyclic derivative, and a preparation method and a use thereof. The structure of the 2,4-imidazolinedione heterocyclic derivative is represented by formula I. The invention also provides the preparation method and the use of the 2,4-imidazolinedione heterocyclic derivative. The 2,4-imidazolinedione heterocyclic derivative has a good inhibition effect on Pim-1 protein kinase micro-molecules, and has important exploitation application prospect.
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Paragraph 0123; 0126; 0127
(2017/07/01)
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- Direct synthesis of pyrroles via a silver-promoted three-component reaction involving unusual imidazole ring opening
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A novel silver-promoted three-component reaction toward the synthesis of multifunctionalized pyrroles has been developed. This reaction involves an unusual imidazole ring decomposition, presumably via 1,5-isomerization and subsequent hydrolysis.
- Zeng, Jing,Bai, Yaguang,Cai, Shuting,Ma, Jimei,Liu, Xue-Wei
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supporting information; experimental part
p. 12855 - 12857
(2012/02/03)
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- Highly enantioselective partial hydrogenation of simple pyrroles: A facile access to chiral 1-pyrrolines
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A highly enantioselective Pd-catalyzed partial hydrogenation of simple 2,5-disubstituted pyrroles with a Bronsted acid as an activator has been successfully developed, providing chiral 2,5-disubstituted 1-pyrrolines with up to 92% ee.
- Wang, Duo-Sheng,Ye, Zhi-Shi,Chen, Qing-An,Zhou, Yong-Gui,Yu, Chang-Bin,Fan, Hong-Jun,Duan, Ying
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supporting information; experimental part
p. 8866 - 8869
(2011/07/30)
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- A general synthesis of substituted formylpyrroles from ketones and 4-formyloxazole
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A novel two-step synthesis of substituted 2-formylpyrroles Is described. Aldol adducts of ketones and 4-formyloxazole undergo a dehydration/ oxazote hydrolysis/cyclization cascade on sequential treatment with MsCl/Et3N and aqueous NaOH to yield
- Reeves, Jonathan T.,Song, Jinhua J.,Tan, Zhulin,Lee, Heewon,Yee, Nathan K.,Senanayake, Chris H.
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p. 1875 - 1878
(2008/02/04)
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- Expedient synthesis of 1-vinylpyrrole-2-carbaldehydes
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1-Vinylpyrrole-2-carbaldehydes and 1-vinyl-4,5-dihydrobenzo[g]indole-2-carbaldehyde were synthesized in 56-91% yields from their 1-vinyl derivatives by a modified Vilsmeier-Haack reaction. A low temperature (-78 °C) is required to avoid removal of the N-v
- Mikhaleva, Al'bina I.,Zaitsev, Alexey B.,Ivanov, Andrey V.,Schmidt, Elena Yu.,Vasil'tsov, Alexander M.,Trofimov, Boris A.
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p. 3693 - 3696
(2007/10/03)
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- Transition metal catalyzed ring opening reactions of 2-phenyl-3-vinyl substituted 2H-azirines
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Treatment of 2-phenyl-3-vinyl-substituted 2H-azirines with Grubbs' catalyst induces a clean rearrangement and affords products derived from carbon-nitrogen bond cleavage of the 2H-azirine ring. However, when the reaction was carried out using Wilkinson's catalyst in an alcoholic solvent, the only product obtained in high yield corresponded to an α,β-unsaturated oxime.
- Padwa, Albert,Stengel, Thomas
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p. 5991 - 5993
(2007/10/03)
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- SYNTHESE DE PYRROLES ET D'OXAZOLES PAR PYROLYSE DE N-(HYDROXY-2' ETHYL) AMINO-3 PROPENOATE
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The gas phas pyrolysis of various N-(2'-hydroxyethyl)-3-amino propenoates 1-6 and N-(2'-hydroxy-2'-phenyl ethyl)-3-amino propanoate 7-9 at 390 deg C-420 deg C leads respectively to formylpyrroles 11-16 and benzoylpyrroles 17-19 and, in some cases, to substituted oxazoles 36-39.The results are best explained by the intermediate formation of a dicarbonyl derivative followed either by an intramolecular thermal crotonisation or a six ? electrocyclization of an azomethine ylide.
- Pale-Grosdemange, Catherine,Chuche, Josselin
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p. 3397 - 3414
(2007/10/02)
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- Formylation en serie arylpyrrolique
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The formylation of 2-arylpyrroles and methyl 5-arylpyrrole-2-carboxylates (with aryl = benzyl, 2'-thienyl, 3'-thienyl, 2'-furyl, and 3'-furyl) is performed by the Vilsmeier reaction.The orientation of this elecrophilic substitution is discussed.The struct
- Boukou-Poba, Jean-Paul,Farnier, Michel,Guilard, Roger
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p. 2962 - 2967
(2007/10/02)
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