84019-67-0Relevant academic research and scientific papers
Diene-Transmissive Diels-Alder Sequences with Benzynes
George, Josemon,Ward, Jas S.,Sherburn, Michael S.
supporting information, p. 7529 - 7533 (2019/10/02)
Diene-transmissive Diels-Alder (DTDA) sequences are extraordinarily powerful processes for the generation of fused bicyclic systems. Nonetheless, only stable dienophiles have previously been deployed. Herein we report DTDA sequences with a variety of substituted [3]dendralenes in the first study to deploy arynes as dienophiles. We demonstrate the one-flask generation of complex, aromatic-ring-containing, multicyclic systems of relevance to medicinal chemistry. These synthetic operations provide numerous successful examples of the otherwise challenging and rarely reported intermolecular Diels-Alder reaction of acyclic 1,3-butadienes with arynes, which is made possible due to the exalted reactivity of dendralenic dienes.
Synthesis and Evaluation of Novel 7- and 8-Aminophenoxazinones for the Detection of β-Alanine Aminopeptidase Activity and the Reliable Identification of Pseudomonas aeruginosa in Clinical Samples
Bedernjak, Alexandre F.,Zaytsev, Andrey V.,Babolat, Michèle,Cellier, Marie,James, Arthur L.,Orenga, Sylvain,Perry, John D.,Groundwater, Paul W.,Anderson, Rosaleen J.
, p. 4476 - 4487 (2016/06/13)
A series of novel 8-aminophenoxazin-3-one and 7-aminophenoxazin-3-one chromogens and their corresponding β-alanine derivatives were synthesized and evaluated for their ability to detect β-alanyl aminopeptidase activity in bacteria known to hydrolyze β-ala
Solid-phase synthesis of quinol fatty alcohols, design of N/O-substituted quinol fatty alcohols and comparative activities on axonal growth
Hanbali, Mazen,Bagnard, Dominique,Luu, Bang
, p. 3917 - 3920 (2007/10/03)
Following the promising activity of Q2FA15 on axonal growth, two new series of N/O-substituted QFAs were synthesized, based on a SN2-type reaction. O-alkylated QFA bearing 14 carbon atoms on the side chain (n = 14) shows a very potent activity on axonal growth though lowered when compared to Q2FA15. While O-alkylation allows good retention of the biological activity, N-alkylation abolishes it nonetheless. A solid-phase-supported synthesis of Q2FA15 allowing the conception of new hybrid compounds is also described.
Regioselective synthesis of the bridged tricyclic core of Garcinia natural products via intramolecular aryl acrylate cycloadditions
Tisdale, Eric J.,Chowdhury, Chinmay,Vong, Binh G.,Li, Hongmei,Theodorakis, Emmanuel A.
, p. 909 - 912 (2007/10/03)
(equation presented) Two different routes to the tricyclic core of Garcinia-derived natural products are described. The first approach is based on a tandem Claisen/ Diels-Alder rearrangement and delivers the desired lactone 14. The second approach, employ
The oxidation of methoxy aromatic aldehydes with the system O2/iPrCHO/metal catalyst
Anoune,Anoune, Naoual,Lanteri,Longeray,Arnaud
, p. 6679 - 6680 (2007/10/02)
The oxidation of methoxy aromatic aldehydes by the system O2/iPrCHO/metal catalyst proceeds in high yields of formates, almost without the formation of important quantities of carboxylic acids.
Baeyer-Villiger oxidation of β-aryl substituted unsaturated carbonyl compounds with hydrogen peroxide and catalytic selenium dioxide
Guzman,Mendoza,Garcia,Garibay,Oliveras,Maldonado
, p. 2121 - 2133 (2007/10/02)
A simple and cheap oxidative procedure using 30% H2O2 and catalytic SeO2 allows to transform 2-aralkylidenecycloalkanones and hydroxy- or alkoxybenzaldehydes to give, in high yields, enollactones and arylformates, respectively.
Studies of Chromenes. Part 9. Syntheses of Chromenequinones
Brown, Philip E.,Lewis, Robert A.,Waring, Mark A.
, p. 2979 - 2988 (2007/10/02)
Syntheses of 2,2-dimethylchromene-5,8-quinone, 2,2-dimethylchromene-6,7-quinone, and 6,7-dimethoxy-2,2-dimethylchromene-5,8-quinone are described.Being easily bioreductible to electron-rich chromenes these compounds, and their oxirane derivatives, are of
The Baeyer-Villiger Oxidation of Aromatic Aldehydes and Ketones with Hydrogen Peroxide Catalyzed by Selenium Compounds
Syper, Ludwik
, p. 167 - 172 (2007/10/02)
A series of organoselenium compounds was investigated as activators of hydrogen peroxide in the Baeyer-Villiger oxidation.As a result, a convenient and cheap method for transformation of aromatic aldehydes, having polycondensed ring systems or electron-donating substituents, and polymethoxy derivatives of acetophenone, into phenols was elaborated.This method utilizes hydrogen peroxide activated by areneseleninic acids, as oxidizing agent.
ISOLATION, STRUCTURE AND SYNTHESIS OF MAESANIN, A HOST DEFENSE STIMULANT FROM AN AFRICAN MEDICINAL PLANT MAESA LANCEOLATE
Kubo, Isao,Kim, Mujo,Ganjian, Iraj,Kamikawa, Tadao,Yamagiwa, Yoshiro
, p. 2653 - 2660 (2007/10/02)
The isolation, characterization and an efficient synthesis of maesanin 1, a host defense stimulant isolated from an African medicinal plant Maesa lanceolate, is reported.
