51830-50-3Relevant academic research and scientific papers
Benzyne 1,2,4-Trisubstitution and Dearomative 1,2,4-Trifunctionalization
Chen, Zhonghong,Dai, Liang,Lan, Yu,Li, Lianggui,Li, Yang,Shan, Chunhui,Shi, Jiarong,Tan, Min
supporting information, p. 10530 - 10536 (2021/07/28)
Both 1,2,4-trisubstitution and dearomative 1,2,4-trifunctionalization of benzyne have been accomplished from sulfoxides bearing a penta-2,4-dien-1-yl moiety. These cascade transformations proceed through a benzyne insertion into the S═O bond and an uncommon regiospecific anionic [4,5]-sigmatropic rearrangement, furnishing a C-O, C-S, and C-C bond on the C1-, C2-, and C4-position of a benzene ring, respectively. This study showcases new cascade benzyne reaction modes involving both distal C-H bond functionalization and dearomatization.
2-(phenylthio)ethylidene derivatives as anti-Trypanosoma cruzi compounds: Structural design, synthesis and antiparasitic activity
Cardoso, Marcos Veríssimo de Oliveira,de Oliveira Filho, Gevanio Bezerra,de Siqueira, Lucianna Rabelo Pessoa,Espíndola, José Wanderlan Pontes,Silva, Elany Barbosa da,Mendes, Andresa Pereira de Oliveira,Pereira, Valéria Rêgo Alves,de Castro, Maria Carolina Accioly Brelaz,Ferreira, Rafaela Salgado,Villela, Filipe Silva,Costa, Francielly Morais Rodrigues da,Meira, Cássio Santana,Moreira, Diogo Rodrigo Magalh?es,Soares, Milena Botelho Pereira,Leite, Ana Cristina Lima
, p. 191 - 203 (2019/07/16)
Chagas disease is an illness caused by the protozoan parasite Trypanosoma cruzi. The current chemotherapy is based on benznidazole, and, in some countries, Nifurtimox, which is effective in the acute phase of the disease, but its efficacy in the chronic p
Dioxazolones as masked ester surrogates in the Pd(ii)-catalyzed direct C-H arylation of 6,5-fused heterocycles
Saxena, Paridhi,Maida, Neha,Kapur, Manmohan
supporting information, p. 11187 - 11190 (2019/09/30)
A simple and effective Pd(ii)-catalyzed regioselective C(2)-H arylation of 6,5-fused heterocycles with dioxazolones as a masked ester surrogate under mild conditions is reported. The significance of the arylation is highlighted by the new reactivity demonstrated in dioxazolones via proximal C-H activation of the cyclic carbonate of the hydroxamic acid functionality under protic conditions.
C-benzo five-membered heteroaromatic aryl glucoside derivative as well as preparation method and application thereof
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Paragraph 0073; 0074, (2016/10/08)
The invention discloses a C-benzo five-membered heteroaromatic aryl glucoside derivative shown in the general formula (I) (in the description), a preparation method of the derivative or an intermediate of the derivative, as well as application of the derivative. In the general formula (I), R, R1, R2, R3, R4, X and Y are defined in the description. The C-benzo five-membered heteroaromatic aryl glucoside derivative is novel in structure, has quite strong inhibitory activity on SGLT-2, has high selection ratio for SGLT-1 and SGLT-2, and can be used for preparing drugs for treating and preventing diseases relevant to SGLT-2.
NOVEL INHIBITORS OF BETA-LACTAMASE
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Page/Page column 14-15, (2010/12/29)
This invention provides novel β-lactamase inhibitors of the aryl- and heteroarylsulfonamidomethylphosphonate monoester class having nitrogen-based cations or quarternary ammonium groups. The compounds inhibit three classes of β-lactamases and synergize the antibacterial effects of β-lactam antibiotics (e.g., imipenem and ceftazidime) against those micro-organisms normally resistant to the β-lactam antibiotics as a result of the presence of the β-lactamases. Formula (I) or pharmaceutically acceptable salt thereof.
Nucleophilic and electrophilic substitutions of difluoropropargyl bromides
Hammond, Gerald B.
, p. 476 - 488 (2008/03/14)
Fundamental organic reactions like nucleophilic and electrophilic substitutions have seldom been studied on fluorinated propargyl or allenyl modules, when the carbon atom undergoing substitution is bonded to two fluorine atoms. Herein we report a practical synthesis of difluoropropargyl bromides from substituted acetylenes and dibromodifluorometane using a wide variety of alkyl, aryl or silyl substrates. The synthesis of O-, S- and carboxylic acid derivatives of difluoropropargyl bromide is also described. These compounds are suitable starting materials for the synthesis of electrophilically substituted difluoropropargyl derivatives via magnesium and fluoride promoted reactions. An indium-mediated reaction of silyldifluoropropargyl bromide, followed by electrophilic trapping with bromine led to a very useful bromoallene, which was then used in reactions with nucleophiles (C, O, N, P, S, Hal) to yield a de facto bimolecular nucleophilic substitution of a difluoropropargyl bromide.
Synthesis, docking, and in vitro activity of thiosemicarbazones, aminoacyl-thiosemicarbazides and acyl-thiazolidones against Trypanosoma cruzi
Leite, Ana Cristina Lima,de Lima, Renata Souza,Moreira, Diogo Rodrigo de M.,Cardoso, Marcos Verissimo de O.,Gouveia de Brito, Ana Carolina,Farias dos Santos, Luciene Maria,Hernandes, Marcelo Zaldini,Kiperstok, Alice Costa,de Lima, Ricardo Santana,Soares, Milena B.P.
, p. 3749 - 3757 (2007/10/03)
A novel series of thiosemicarbazone and aminoacyl-thiazolidones derivatives were synthesized. Their structure suggests that these compounds could have anti-Trypanosoma cruzi activity. Biological evaluation indicates that some of these compounds are able t
Electrotelluration: A new approach to tri- and tetrasubstituted alkenes
Marino, Joseph P.,Nguyen, Hanh Nho
, p. 6291 - 6296 (2007/10/03)
A novel electrotelluration process is described in which a Michael addition of an alkyl or aryl tellurolate anion occurs onto an activated alkyne with subsequent trapping of a vinyl anion with electrophiles (aldehydes and ketones) other than a proton. This process provides an efficient regio-and stereospecific route to tri- and tetrasubstituted alkenes. Methodologically significant examples of this chemistry were studied in which aryl and alkyl tellurolate anions were added to ω-keto alkynyl esters in a Michael reaction, and the incipient vinyl anions were trapped intramolecularly by the internal aldehydes. The reactive centers were tethered by different lengths of alkyl chains to form highly functionalized five-, six-, seven-, and eight-membered rings in modest to good yields.
Bulky trialkylsilyl acetylenes in the Cadiot-Chodkiewicz cross-coupling reaction
Marino, Joseph P.,Nguyen, Hanh Nho
, p. 6841 - 6844 (2007/10/03)
Bulky trialkylsilyl-protected alkynes such as triethylsilyl (TES), tert-butyldimethylsilyl (TBS), and tri-isopropylsilyl (TIPS) acetylenes underwent the Cadiot-Chodkiewicz cross-coupling reaction with different bromoalkynes to form a variety of synthetically useful unsymmetrical diynes in good yields. The diyne alcohol 10 was transformed regio- and stereoselectively into enynes by hydrotelluration, carbometalation, and reduction reactions.
