62384-61-6Relevant academic research and scientific papers
Ag(I)-catalyzed Michael additions of β-ketoesters to nitroalkenes in water: Remarkable effect of water as a reaction medium on reaction rates
Shirakawa, Seiji,Kobayashi, Shu
, p. 1410 - 1412 (2006)
AgOTf-PPh3 complex-catalyzed Michael additions of β-ketoesters to nitroalkenes in water were performed. The system promotes the reaction efficiently only in water, and interestingly the reaction does not proceed well in organic solvents. In add
Molecular Engineering of β-Substituted Oxoporphyrinogens for Hydrogen-Bond Donor Catalysis
Chahal, Mandeep K.,Payne, Daniel T.,Matsushita, Yoshitaka,Labuta, Jan,Ariga, Katsuhiko,Hill, Jonathan P.
supporting information, p. 82 - 90 (2020/01/02)
A new class of bifunctional hydrogen-bond donor organocatalyst using oxoporphyrinogens having increased intramolecular hydrogen-bond donor distances is reported. Oxoporphyrinogens are highly non-planar rigid macrocycles containing a multiple hydrogen bond-forming binding site. In this work, we describe the first example of non-planar OxPs as hydrogen-bond donor catalysts prepared using a molecular engineering approach of the binding site for dual activation of substrates. The introduction of β-substituents is key to the catalytic activity and the catalysts are able to catalyze 1,4-conjugate additions and sulfa-Michael additions, as well as, Henry and aza-Henry reactions at low catalyst loadings (≤ 1 mol-%) under mild conditions. Preliminary mechanistic studies have been carried out and a possible reaction mechanism has been proposed based on the bi-functional activation of both substrates through hydrogen-bonding interactions.
1,3-Diamine-Derived Bifunctional Organocatalyst Prepared from Camphor
Ri?ko, Sebastijan,Svete, Jurij,?tefane, Bogdan,Perdih, Andrej,Golobi?, Amalija,Meden, An?e,Gro?elj, Uro?
supporting information, p. 3786 - 3796 (2016/12/16)
Chiral 1,2-diamines are privileged structural motifs in organocatalysis, whereas efficient 1,3-diamine-derived organocatalysts are very rare. Herein we report a highly efficient camphor-1,3-diamine-derived squaramide organocatalyst. Its catalytic activity
A 4-amino-3-phenyl-butyric acid hydrochloride method for the synthesis of
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, (2017/02/24)
A provided synthetic method for 4-amino-3-phenylbutyric acid hydrochloride comprises the steps: preparing ethyl benzoylacetate, preparing nitroethenylbenzene, preparing an addition product, and processing to obtain the product. The synthetic method is an integral technology for synthesizing 4-amino-3-phenylbutyric acid hydrochloride. The method is simple in technology, high in yield and relatively low in cost, and mainly solves the problems that an initial raw material used in the prior art is high in price, operation steps are tedious and a production process is large in pollution.
Novel Chiral Bifunctional L-Thiazoline-Thiourea Derivatives: Design and Application in Enantioselective Michael Reactions
Lai, Qi,Li, Yang,Gong, Zhiyong,Liu, Qingwen,Wei, Chiyu,Song, Zhiguang
, p. 979 - 988 (2015/11/16)
Several novel chiral bifunctional L-thiazoline-thiourea derivatives were easily synthesized from commercially available L-cysteine in high yield. These catalysts were subsequently applied to the enantioselective Michael addition of acetylacetone to β-nitr
Mechanosynthesis of γ-nitro dicarbonyl compounds via CaCl 2-catalyzed Michael addition
Jia, Chunman,Chen, Da,Zhang, Chunyan,Zhang, Qi,Cao, Bennan,Zhao, Zhendong
, p. 7320 - 7324 (2013/08/23)
An efficient strategy for the mechanosynthesis of γ-nitro dicarbonyl esters has been developed. A CaCl2-catalyzed Michael reaction, conducted at room temperature, afforded nitroalkenes from malonates in a short reaction time and in high yields.
Catalyst-free and solvent-free Michael addition of 1,3-dicarbonyl compounds to nitroalkenes by a grinding method
Xie, Zong-Bo,Wang, Na,Wu, Ming-Yu,He, Ting,Le, Zhang-Gao,Yu, Xiao-Qi
, p. 534 - 538 (2012/06/29)
An environmentally benign, fast and convenient protocol has been developed for the Michael addition of 1,3-dicarbonyl compounds to β-nitroalkenes in good to excellent yields by a grinding method under catalyst- and solvent-free conditions.
Fast, solvent-free and hydrogen-bonding-mediated asymmetric Michael addition in a ball mill
Wang, Yi-Feng,Chen, Ru-Xiang,Wang, Ke,Zhang, Bin-Bin,Li, Zhao-Bo,Xu, Dan-Qian
supporting information; experimental part, p. 893 - 895 (2012/06/01)
The chiral squaramide derivatives as hydrogen bonding catalyst for the Michael addition reactions of 1,3-dicarbonyl compounds to nitroolefins under solvent-free conditions was developed using a planetary ball mill. High yields, high enantioselectivities a
Chiral squaramide as multiple H-bond donor organocatalysts for the asymmetric Michael addition of 1,3-dicarbonyl compounds to nitroolefins
Dong, Ze,Qiu, Guofu,Zhou, Hai-Bing,Dong, Chune
, p. 1550 - 1556 (2013/02/21)
A series of chiral bifunctional squaramide multiple H-bond donor organocatalysts have been designed and synthesized by the rational assembly of chiral privileged scaffolds of indanol and cinchona alkaloids. In the presence of 1 mol % 1a, the asymmetric Mi
Genomic salmon testes DNA as a catalyst for Michael reactions in water
De Rosa, Margherita,Di Marino, Sara,D'Ursi, Anna Maria,Strianese, Maria,Soriente, Annunziata
experimental part, p. 3086 - 3091 (2012/06/01)
The DNA molecule, recognized as the carrier of genetic information in vivo, can function as an efficient organocatalyst for Michael additions of 1,3-dicarbonyl compounds to activated alkenes in aqueous media. The procedure described here is environmentall
