411208-90-7Relevant academic research and scientific papers
Formal synthesis of (±) —quebrachamine through regio- and stereoselective hydrocyanation of arylallene
Matsumoto, Koki,Arai, Shigeru,Nishida, Atsushi
, p. 2865 - 2870 (2018)
This article describes the formal synthesis of quebrachamine based on regio- and stereoselective hydrocyanation of 1,3-disubstituted allenes. Allenyl C–C double bonds are effectively discriminated through Ni-catalyzed hydrocyanation and a CN group is utilized as a synthon of piperidine ring. Several steps from HCN adduct afforded known intermediates to quebrachamine.
Synthesis and antitumor activity of novel: N -substituted tetrahydro-β-carboline-imidazolium salt derivatives
Zhou, Bei,Liu, Zheng-Fen,Deng, Guo-Gang,Chen, Wen,Li, Min-Yan,Yang, Li-Juan,Li, Yan,Yang, Xiao-Dong,Zhang, Hong-Bin
supporting information, p. 9423 - 9430 (2016/10/13)
The synthesis of a series of novel N-substituted tetrahydro-β-carboline-imidazolium salt derivatives is presented. The biological properties of the compounds were evaluated in vitro against a panel of human tumor cell lines. The results suggest that the benzimidazole ring and 1-(naphthalen-2-yl)ethan-1-one or 2-naphthylmethyl substituent at the imidazolyl-3-position were vital for modulating cytotoxic activity. Compound 41 was observed as a potent derivative with IC50 values of 3.24-8.78 μM and exhibited cytotoxic activity selectively against HL-60, A-549 and MCF-7 cell lines. Meanwhile, high inhibitory activities selectively against HL-60 and MCF-7 cell lines were observed for compound 51. Moreover, compound 51 was able to induce G1 phase cell cycle arrest and apoptosis in MCF-7 cells. The cytotoxicity of compound 51 against human normal lung epithelial cell line BEAS-2B was further evaluated.
FLINDEROLE ANALOGUES AND PROCESS FOR SYNTHESIS THEREOF
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, (2012/08/28)
The present invention discloses flinderole compounds/analogues of formula I and to a process for the preparation of same, comprising stereo- and regioselective [3+2] cycloaddition reaction of a tertiary alcohol (1a') and a sulphonated diene (1b') in presence of Lewis acid selected from Cu(OTf)2 or BF3OEt2 and a non-polar solvent at room temperature. The flinderole compounds /analogues of the instant invention and prepared by the process described therein is represented by the general formula I,(The formula I should be inserted here) wherein R1-R4 are described herein in the specification.
Binap-silver salts as chiral catalysts for the enantioselective 1,3-dipolar cycloaddition of azomethine ylides and alkenes
Mancebo-Aracil, Juan,Martin-Rodriguez, Maria,Najera, Carmen,Sansano, Jose M.,Costa, Paulo R.R.,De Lima, Evanoel Crizanto,Dias, Ayres G.
, p. 1596 - 1606 (2013/02/23)
Binap-AgSbF6 catalyzed 1,3-dipolar cycloadditions between azomethine ylides and electrophilic alkenes are described and compared with analogous transformations mediated by other Binap-silver(I) salt complexes. Maleimides and 1,2-bis(phenylsulfo
Biomimetic total syntheses of flinderoles B and C
Dethe, Dattatraya H.,Erande, Rohan D.,Ranjan, Alok
, p. 2864 - 2867 (2011/04/22)
A simple and efficient biomimetic synthesis of pyrrolo[1,2-a]indoles using a highly stereo- and regioselective [3 + 2] reaction cascade was developed and then further applied in the first total synthesis of flinderoles B and C, which proceeded in 17.2% yield over the longest linear sequence of 11 steps.
Asymmetric aza-Diels-Alder reactions of indole 2-carboxaldehydes
Kuethe, Jeffrey T,Davies, Ian W,Dormer, Peter G,Reamer, Robert A,Mathre, David J,Reider, Paul J
, p. 29 - 32 (2007/10/03)
The aza-Diels-Alder reaction of substituted indole 2-carboxaldehydes with Danishefsky's diene has been investigated. The reaction proceeds with a high degree of diastereoselectivity providing highly functionalized 2-(2-piperidyl)indoles which are further elaborated into novel polycyclic heterocycles.
