473401-85-3Relevant academic research and scientific papers
Design and synthesis of 3,4-diarylpyrrole analogues as potent topoisomerase inhibitors
Chen, Wang,Feng, Zili,He, Xu,Zhao, Qiang,Liang, Qi
, p. 485 - 494 (2018/07/25)
Background: The natural products containing a common 3,4-diarylpyrrole skeleton have attracted considerable attention due to their unique structures and multiplex biological activities. In our previous study, lycogarubin C was synthesized and showed cytot
Cu/Mn Co-oxidized cyclization for the synthesis of highly substituted pyrrole derivatives from amino acid esters: A strategy for the biomimetic syntheses of lycogarubin c and chromopyrrolic acid
Zhou, Nini,Xie, Tao,Liu, Lin,Xie, Zhixiang
, p. 6061 - 6068 (2014/07/21)
An effective and concise approach to synthesis of tetrasubstituted pyrroles from readily available amino acid esters by the promotion of Cu(OAc) 2 in conjunction with Mn(OAc)3 has been developed. This reaction proceeds through multiple dehydrogenations, deamination, and oxidative cyclization. This oxidized system tolerates substrates bearing various electron-donating or electron-withdrawing groups. With this methodology, several key intermediates of natural products have been effectively prepared, and the total syntheses of lycogarubin C and chromopyrrolic acid have been completed in high efficiency.
A novel method for the synthesis of 3,4-disubstitutedpyrrole-2,5- dicarboxylates from hydrazones derived from α-diazo esters
Yasui, Eiko,Wada, Masao,Nagumo, Shinji,Takamura, Norio
, p. 4325 - 4330 (2013/06/27)
Hydrazones obtained from α-diazo esters were converted to pyrroles when heated with thionyl chloride in alcohol. Among hydrazones, those substituted with a benzene ring on the β-carbon to the ester are likely to give pyrroles in good yields.
Development of novel pyrrole synthesis for the preparation of intermediates of bioactive pyrrole alkaloids
Yasui, Eiko,Wada, Masao,Takamura, Norio
, p. 4762 - 4765 (2011/03/18)
We have developed a novel method for the synthesis of 3,4-diarylpyrrole-2,5-dicarboxylates via α-diazo esters, which are easily obtained from phenylalanine derivatives. Utilizing this method, intermediates of bioactive compounds having the structure of 3,
A general method for the synthesis of N-unsubstituted 3,4-diarylpyrrole-2, 5-dicarboxylates
Fukuda, Tsutomu,Hayashida, Yukie,Iwao, Masatomo
experimental part, p. 1105 - 1122 (2010/09/16)
A general method for the synthesis of N-unsubstituted 3,4-diarylpyrrole-2, 5-dicarboxylates (3) has been developed. The key reactions involved are the Hinsberg-type synthesis of dimethyl N-benzyl-3,4-dihydroxypyrrole-2,5- dicarboxylate (6) followed by palladium-catalyzed Suzuki-Miyaura coupling of its bis-triflate derivative (7). The N-benzyl protecting group of the resulting 3,4-diaryl pyrrole-2,5-dicarboxyl ates (8) is cleanly removed under hydrogenolytic or solvolytic conditions.
Synthesis of simple 3,4-diarylpyrrole-2,5-dicarboxylic acids and lukianol A by oxidative condensation of 3-arylpyruvic acids with ammonia
Hinze, Claudia,Kreipl, Andreas,Terpin, Andreas,Steglich, Wolfgang
, p. 608 - 612 (2008/01/04)
Several derivatives of 3,4-diaryl- and 3,4-diindolylpyrrole-2,5- dicarboxylic acids including lycogalic acid A and two Halomonas metabolites were synthesized by oxidative dimerization of arylpyruvic acids or arylpyruvates in the presence of ammonia. The r
Efficient relay syntheses and assessment of the DNA-cleaving properties of the pyrrole alkaloid derivatives permethyl storniamide A, lycogalic acid A dimethyl ester, and the halitulin core
Fürstner, Alois,Krause, Helga,Thiel, Oliver R
, p. 6373 - 6380 (2007/10/03)
Palladium catalyzed Suzuki- and Negishi cross coupling reactions are used to convert the now readily available 3,4-dibromopyrrole derivatives 13 and 26 into the core structures of different pyrrole alkaloids. Several compounds of this series exhibit respe
