- Efficient synthesis in water of mixed carbonates of cyanohydrins from aromatic aldehydes
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An efficient preparation of cyanohydrin ethyl carbonates via cyanocarbonation of aromatic and hetero-aromatic aldehydes with sodium cyanide and ethyl chlorocarbonate using commercial surfactants (5 mol %) in aqueous media at low temperature afforded almos
- Héctor Manuel, Torres Domínguez,Luis ángel, Maldonado,Ronan, Le Lagadec
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supporting information
(2019/12/11)
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- Tuning the Catalytic Activity of Tertiary-Amine Functionalized Polyacrylonitrile Fibers by Adjusting the Surface Microenvironment
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Polyacrylonitrile fibers were functionalized with different amines to construct special tridimensional catalytic microenvironments at the surface. The polarity of the microenvironments at the surface of the fiber catalyst was tuned by changing the ratio o
- Li, Pengyu,Liu, Yuanyuan,Cao, Jian,Tao, Minli,Zhang, Wenqin
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p. 3725 - 3732
(2017/10/16)
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- N-heterocyclic carbene catalyzed cyanation reaction of carbonyl compounds with ethyl cyanoformate and acetyl cyanide
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N-heterocyclic carbene (NHC) has been employed as an efficient catalyst for cyanation reaction of carbonyl compounds. Under catalysis of 1 mol % NHCs, various aldehydes and 2,2,2-trifluoroacetophenone coupled with ethyl cyanoformate in THF to provide cyanohydrins ethyl carbonates in excellent yields. While in the presence of 10 mol % catalyst, different types of aldehydes and 2,2,2-trifluoroacetophenone reacted with acetyl cyanide in dichloroethane to give acylated cyanohydrins in moderate to high yields.
- Zhang, Jie,Du, Guangfen,Xu, Yueke,He, Lin,Dai, Bin
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supporting information; experimental part
p. 7153 - 7156
(2012/01/05)
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- N,N-Dimethylpyridin-4-Amine mediated protocol for cyanoethoxycarbonylation of aldehydes under solvent-free conditions
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N,N-Dimethylpyridin-4-amine(DAMP)(10 mol%) was successfully employed as catalyst for cyanoethoxycarbonylation of aromatic and aliphatic aldehydes at room temperature under solvent free condition to give corresponding ethylcyanocarbonates in excellent isol
- Khan, Noor-Ul H.,Agrawal, Santosh,Kureshy, Rukhsana I.,Bera, Prasanta K.,Abdi, Sayed H.R.,Bajaj, Hari C.
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experimental part
p. 255 - 260
(2010/11/05)
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- DMAP-catalyzed cyanation of aldehydes and ketones with ethyl cyanoformate
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The cyanation of carbonyl compounds with ethyl cyanoformate is catalyzed by 4-dimethylaminopyridine (DMAP) to afford the corresponding cyanohydrin carbonates in excellent yields. The system provides a convenient method for cyanation of carbonyl compounds
- Aoki, Shohei,Kotani, Shunsuke,Sugiura, Masaharu,Nakajima, Makoto
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experimental part
p. 3547 - 3549
(2010/08/07)
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- Acid-base bifunctional catalysis of silica-alumina-supported organic amines for carbon-carbon bond-forming reactions
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Acid-base bifunctional heterogeneous catalysts were prepared by the reaction of an acidic silica-alumina (SA) surface with silane-coupling reagents possessing amino functional groups. The obtained SA-supported amines (SA-NR 2) were characterized by solid-state 13C and 29Si NMR spectroscopy, FT-IR spectroscopy, and elemental analysis. The solid-state NMR spectra revealed that the amines were immobilized by acid-base interactions at the SA surface. The interactions between the surface acidic sites and the immobilized basic amines were weaker than the interactions between the SA and free amines. The catalytic performances of the SA-NR 2 catalysts for various carbon-carbon bond-forming reactions, such as cyano-ethoxycarbonylation, the Michael reaction, and the nitro-aldol reaction, were investigated and compared with those of homogeneous and other heterogeneous catalysts. The SA-NR2 catalysts showed much higher catalytic activities for the carbon-carbon bond-forming reactions than heterogeneous amine catalysts using other supports, such as SiO2 and Al 2O3. On the other hand, homogeneous amines hardly promoted these reactions under similar reaction conditions, and the catalytic behavior of SA-NR2 was also different from that of MgO, which was employed as a typical heterogeneous base. An acid-base dual-activation mechanism for the carbon-carbon bond-forming reactions is proposed.
- Motokura, Ken,Tomita, Mitsuru,Tada, Mizuki,Iwasawa, Yasuhiro
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experimental part
p. 4017 - 4027
(2009/05/07)
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- Neutral π-nucleophile-catalyzed cyanation of aldehydes and ketones
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1-Methoxy-2-methyl-1-(trimethylsiloxy)propene, a neutral π-nucleophile, was found to be able to efficiently catalyze the cyanation (cyanosilylation and cyanocarbonation) of various aldehydes and ketones, and this study provided the first illustration of u
- Wang, Xiu,Tian, Shi-Kai
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p. 1416 - 1420
(2008/03/11)
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- Synthesis of aryl α-keto esters via the rearrangement of aryl cyanohydrin carbonate esters
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A facile synthesis of aryl α-keto esters is reported involving the rearrangement of aryl cyanohydrin carbonate esters induced by the α-carbanion to the nitrile group generated by LDA. However, under similar conditions, an o-benzyloxycyanohydrin carbonate ester rearranged via a domino reaction leading to 2-phenylbenzofuran-3-carboxylic acid.
- Thasana, Nopporn,Prachyawarakorn, Vilailak,Tontoolarug, Sopchok,Ruchirawat, Somsak
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p. 1019 - 1021
(2007/10/03)
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