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.
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
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.
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
A Hydrazine Insertion Route to N′-Alkyl Benzohydrazides by an Unexpected Carbon-Carbon Bond Cleavage
Jha, Ajit Kumar,Kumari, Rajkiran,Easwar, Srinivasan
supporting information, 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
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
FLUORESCENT COMPOUNDS FOR IMAGING OF BLOOD VESSELS AND BLOOD FLOW, AND AN IN VIVO SCREEN FOR PRO- AND ANTI-ANGIOGENIC AGENTS
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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)
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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)
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
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.
