22056-06-0Relevant articles and documents
Morita-Baylis-Hillman reaction in eutectic solvent under aqueous medium
Zhao, Sanhu,Zhi, Hangyu,Zhang, Mi,Yan, Qin,Fan, Jianfeng,Guo, Jinchang
, p. 62778 - 62784 (2016)
A series of deep eutectic solvents (DESs) based on choline chloride were prepared and used in the Morita-Baylis-Hillman (M-B-H) reaction. Research showed that the composite solvent (1ChCl/2Gly DES-H2O) is a very effective solvent media for all
A one-pot three-step multicomponent synthesis of functionalized allyl dithiocarbamates using Baylis–Hillman reaction
Ziyaei Halimehjani, Azim,Lotfi Nosood, Yazdanbakhsh,Sharifi, Marzieh
, p. 966 - 972 (2020/02/27)
A one-pot, pseudo five-component, highly diastereoselective, and mild procedure for the synthesis of functionalized allyl dithiocarbamates is developed. The Baylis–Hillman (BH) reaction of aromatic (heteroaromatic) aldehydes and activated alkenes using DA
Cl-H2O: An efficient and versatile solvent system for the DABCO-catalyzed Morita-Baylis-Hillman reaction
Zhao, Sanhu,He, Meiyan,Guo, Zhaonan,Zhou, Na,Wang, Dou,Li, Jinlong,Zhang, Liwei
, p. 32839 - 32845 (2015/04/27)
An efficient and versatile solvent-catalyst system, [HyEtPy]Cl-H2O-DABCO, has been developed and used in the Morita-Baylis-Hillman reaction. Under the mild reaction conditions, Morita-Baylis-Hillman proceeds very quickly and efficiently. This protocol has notable advantages such as eco-friendliness, ease of work-up and reuse of ionic liquid conveniently, which could help reduce disposal costs and contribute to the development of a new solvent-catalyst system for use in green and continuous chemical processes.
N-bromosuccinimide-mediated radical cyclization of 3-arylallyl azides: Synthesis of 3-substituted quinolines
Wang, Wei-Xia,Zhang, Qing-Zhao,Zhang, Tian-Qi,Li, Zhan-Shan,Zhang, Wei,Yu, Wei
supporting information, p. 221 - 226 (2015/02/19)
Visible light irradiation of N-bromosuccinimide serves as an effective means to convert methyl 2-(azidomethyl)-3-arylpropenoates and 2-(azidomethyl)-3-arylacrylonitriles to the corresponding iminyl radicals via ?±-hydrogen abstraction and subsequent extrusion of dinitrogen. Thus formed iminyl radicals then undergo intramolecular ortho attack on the aryl ring, affording methyl quin-oline-3-carboxylates and quinoline-3-carbonitriles respectively.
Kinetic resolution of leishmanicidal meta and para (±)-2- [Hydroxy(nitrophenyl)methyl]acrylonitrile catalyzed by CALB: In vitro evaluations of separated meta (R), (S) and (R/S) adducts
Xavier, Francisco J.S.,Neto, José S.S.,Néris, Patrícia L.N.,Oliveira, Marcia R.,Vale, Juliana A.,Vasconcellos, Mario L.A.A.
, p. 7 - 12 (2014/08/05)
The acyl derivatives enantiomers of the Morita-Baylis-Hillman adduct (±)-2-[Hydroxy(m-nitrophenyl)methyl]acrylonitrile (1) and (±)-2-[Hydroxy(p-nitrophenyl)methyl]acrylonitrile (2) were efficiently separated by kinetic resolution catalyzed by lipase B fro
Electrochemical and computational studies, in protic medium, of Morita-Baylis-Hillman adducts and correlation with leishmanicidal activity
De Paiva, Yen G.,Pinho Júnior, Waldomiro,De Souza, Antonio A.,Costa, Cícero O.,Silva, Fábio P.L.,Lima-Junior, Cláudio G.,Vasconcellos, Mario L.A.A.,Goulart, Marília O.F.
, p. 557 - 563 (2015/02/02)
Enzymatic bioreduction of nitro groups plays an important role on the activity of biologically active nitroaromatic compounds. Electrochemical methods are useful tools to simulate in vivo metabolic processes. This work presents electrochemical studies, in
Antimitotic activity on sea urchin embryonic cells of seven antiparasitic morita-baylis-hillman adducts: A potential new class of anticancer drugs
Leite, Jocelmo C. A.,Marques-Santos, Luis F.,Claudio Jr., G. L.,Silva, Fabio P. L.,Sousa, Suervy C. O.,Vasconcellos, Mario L. A. A.
, p. 1003 - 1011,9 (2012/12/12)
In the present work we described improvements in the 1-7 antiparasitic Morita-Baylis-Hillman Adducts synthesis and their antimitotic activity on sea urchin embryonic cells. The 2-[Hydroxy(2-nitrophenyl)methyl]acrylonitrile (1) and 2-[Hydroxy(4-bromophenyl
Correlation between electrochemical and theoretical studies on the leishmanicidal activity of twelve Morita-Baylis-Hillman adducts
De Paiva, Yen G.,De Souza, Anto?nio A.,Lima-Junior, Claudio G.,Silva, Fa?bio P. L.,Filho, Edilson B. A.,De Vasconcelos, Camila C.,De Abreu, Fabiane C.,Goulart, Mari?lia O. F.,Vasconcellos, Ma?rio L. A. A.
scheme or table, p. 894 - 904 (2012/06/18)
Enzymatic bioreduction of nitro groups plays an important role on the activity of biologically active nitroaromatic compounds. Electrochemical methods are useful tools to simulate in vivo metabolic processes. This work presents electrochemical studies in
Metallic chalcogenolates mediated modular Michael-aldol cascade reaction: An easy route to multi-functionalized chalcogenides and Morita-Baylis-Hillman adducts
Sousa, Bruno A.,Comasseto, Joao V.,Dos Santos, Alcindo A.,Keppler, Arthur F.,Gariani, Rogerio A.
, p. 10406 - 10413,8 (2012/12/12)
Chalcogenolate mediated Michael-aldol cascade reactions consists of a very efficient route to multi-functionalized γ-hydroxichalcogenides. Although, when selenolates are employed, these γ-hydroxichalcogenides can be readily converted into the corresponding Morita-Baylis-Hillman adducts by oxidative elimination of the selenium moiety. In this context, herein we present a complete study on the scope and limitations of this reaction.
Microwave irradiation or low temperature improved synthesis of antiparasitic morita-baylis-hillman adducts
Claudio Jr.,Silva, Fabio P.L.,De Oliveira, Ramon G.,Subrinho, Fernanda L.,De Andrade, Natalia G.,Vasconcellos, Mario L.A.A.
scheme or table, p. 2220 - 2224 (2012/02/03)
It is reported the synthesis of 24 Morita-Baylis-Hillman adducts (3a-3l/6a-6l) using microwave irradiation at 80 °C or conventional protocol at 0 °C to promote the reactions between aromatic aldehydes and methyl acrylate or acrylonitrile (81-99%). It is shown that the reaction of 2-hydroxy(4-bromophenyl)methyl acrylate formation is reversible at 120 °C.
