22415-01-6Relevant academic research and scientific papers
Iron-catalyzed α-methylenation of ketones with N,N-Dimethylacetamide: An approach for α,β-unsaturated carbonyl compounds
Li, Yi-Ming,Lou, Shao-Jie,Zhou, Qin-Hua,Zhu, Lian-Wen,Zhu, Long-Feng,Li, Lei
, p. 3044 - 3047 (2015)
In this study, we developed a general iron-catalyzed α-methylenation of ketones by using N,N-dimethylacetamide as the one-carbon source. Various ketones, including aryl and alkyl ketones, enones, and dicarbonyl compounds were well tolerated to yield the corresponding α,β-unsaturated carbonyl compounds in the presence of an iron catalyst, peroxides, and N,N-dimethylacetamide under aerobic conditions. A general and facile iron-catalyzed α-methylenation of carbonyl compounds by using N-methyl amides as the one-carbon source was developed. Various carbonyl compounds (aryl- or alkyl-substituted, enones, 1,3-dicarbonyl compounds) were well tolerated to furnish the corresponding α,β-unsaturated carbonyl compounds in the presence of an iron catalyst, peroxides, and N-methyl amides under aerobic conditions.
One-Pot Tandem Michael Addition/Enantioselective Conia-Ene Cyclization Mediated by Chiral Iron(III)/Silver(I) Cooperative Catalysis
Hiramatsu, Rin,Horibe, Takahiro,Ishihara, Kazuaki,Sakakibara, Masato,Takeda, Kazuki
supporting information, p. 16470 - 16474 (2020/07/13)
The first one-pot tandem Michael addition/enantioselective Conia-ene cyclization of N-protected prop-2-yn-1-amines with 2-methylene-3-oxoalkanoates promoted by chiral iron(III)/silver(I) cooperative catalysts has been developed. Alkyl 4-methylenepyrrolidine-3-acyl-3-carboxylates, which can be transformed into β-proline derivatives, are obtained in high yield with high enantioselectivity.
Electron-Donor-Acceptor Complex-Enabled Flow Methodology for the Hydrotrifluoromethylation of Unsaturated β-Keto Esters
Amarante, Giovanni W.,Batista, Gabriel M. F.,De Castro, Pedro P.,De Oliveira, Kleber T.,Dos Santos, Hélio F.
supporting information, (2020/11/18)
A novel electron-donor-acceptor (EDA) complex-enabled flow photochemical hydrotrifluoromethylation of unsaturated β-keto esters is described. The developed protocol has an easy experimental procedure and does not require the use of transition-metal-based
Halogen-Bonding-Induced Conjugate Addition of Thiophenes to Enones and Enals
Ge, Yi-Cen,Yang, Hui,Heusler, Arne,Chua, Zhijie,Wong, Ming Wah,Tan, Choon-Hong
supporting information, p. 2656 - 2661 (2019/07/18)
Herein, we report the conjugate addition of α,β-unsaturated carbonyl compounds to thiophene derivatives. We used a 2-iodoimidazolinium triflate salt as a halogen-bonding donor, which afforded moderate-to-excellent yields of the corresponding alkylated thi
A Hydrazine Insertion Route to N′-Alkyl Benzohydrazides by an Unexpected Carbon-Carbon Bond Cleavage
Jha, Ajit Kumar,Kumari, Rajkiran,Easwar, Srinivasan
, p. 8191 - 8195 (2019/10/16)
A serendipitous carbon-carbon bond cleavage in the reaction of benzoyl acrylates, derived from Morita-Baylis-Hillman adducts, with hydrazines delivered new N′,N′-disubstituted benzohydrazides. The reaction features a regioselective formation of two carbon
gem-Dichlorocyclopropanation of Dicarbonyl Derivatives
Batista, Gabriel M. F.,De Castro, Pedro P.,Carpanez, Arthur G.,Horta, Bruno A. C.,Amarante, Giovanni W.
, p. 16555 - 16563 (2019/12/24)
A novel methodology for the 1,1-dichlorocyclopropanation of dicarbonyl conjugated olefins was described. The developed protocol is simple and uses readily accessible starting materials, allowing the isolation of the desired adducts in moderate to excellen
FLUORESCENT COMPOUNDS FOR IMAGING OF BLOOD VESSELS AND BLOOD FLOW, AND AN IN VIVO SCREEN FOR PRO- AND ANTI-ANGIOGENIC AGENTS
-
Paragraph 0226; 0227, (2018/08/29)
The present invention discloses fluorescent compounds and a method for their use for selective imaging of blood vessels and blood flow. By applying these fluorescent compounds and the imaging process to a zebrafish model, the present invention further pro
A methylene compound of preparation method and its application (by machine translation)
-
Paragraph 0023-0024; 0031-0032; 0064-0065, (2017/11/16)
The invention discloses a methylene compound of preparation method and its application, relates to the field of organic synthesis, the process comprises: 1) in the presence of a three-valent metal salt catalyst, will arone compound and halogen methyl radical trialkyl ammonium salt dissolved in a solvent, 2) 80 - 130 °C reaction 1 - 4 hours, separated and purified α - the methyl radical is fragrant compounds, the reaction environment pollution is small, substrate and wide range of application. (by machine translation)
Enantioselective Synthesis of 3,5,6-Substituted Dihydropyranones and Dihydropyridinones using Isothiourea-Mediated Catalysis
Stark, Daniel G.,Morrill, Louis C.,Cordes, David B.,Slawin, Alexandra M. Z.,O'Riordan, Timothy J. C.,Smith, Andrew D.
supporting information, p. 395 - 400 (2016/05/19)
The scope of dihydropyranone and dihydropyridinone products accessible by isothiourea-catalyzed processes has been expanded and explored through the use of 2-N-tosyliminoacrylates and 2-aroylacrylates in a Michael addition-lactonization/lactamization cascade reaction. Notably, to ensure reproducibility it is essential to use homoanhydrides as ammonium enolate precursors with 2-aroyl acrylates, while carboxylic acids can be used with 2-N-tosyliminoacrylates, delivering a range of 3,5,6-substituted dihydropyranones and dihydropyridinones with high enantioselectivity (typically >90 % ee). The derivatization of the heterocyclic core of a 3,5,6-substituted dihydropyranone through hydrogenation is also reported.
Hypervalent iodine catalysis for selective oxidation of Baylis-Hillman adducts via in situ generation of o-iodoxybenzoic acid (IBX) from 2-iodosobenzoic acid (IBA) in the presence of oxone
Bikshapathi, Raktani,Prathima, Parvathaneni Sai,Rao, Vaidya Jayathirtha
supporting information, p. 10300 - 10304 (2016/12/07)
An efficient, environmentally benign, eco-friendly protocol for selective oxidation of primary and secondary Baylis-Hillman alcohols to the corresponding carbonyl compounds has been developed. We have demonstrated the catalytic use of o-iodoxybenzoic acid
