A Practical and Efficient Approach to the Preparation of Bioactive Natural Product Wogonin

2017 ◽  
Vol 21 (2) ◽  
pp. 171-176 ◽  
Author(s):  
Tinghan Li ◽  
Tianwei Weng ◽  
Jubo Wang ◽  
Zhihui Wei ◽  
Lu Zhao ◽  
...  
2019 ◽  
Author(s):  
Miles Aukland ◽  
Mindaugas Šiaučiulis ◽  
Adam West ◽  
Gregory Perry ◽  
David Procter

<p>Aryl–aryl cross-coupling constitutes one of the most widely used procedures for the synthesis of high-value materials, ranging from pharmaceuticals to organic electronics and conducting polymers. The assembly of (hetero)biaryl scaffolds generally requires multiple steps; coupling partners must be functionalized before the key bond-forming event is considered. Thus, the development of selective C–H arylation processes in arenes, that side-step the need for prefunctionalized partners, is crucial for streamlining the construction of these key architectures. Here we report an expedient, one-pot assembly of (hetero)biaryl motifs using photocatalysis and two non-prefunctionalized arene partners. The approach is underpinned by the activation of a C–H bond in an arene coupling partner using the interrupted Pummerer reaction. A unique pairing of the organic photoredox catalyst and the intermediate dibenzothiophenium salts enables highly selective reduction in the presence of sensitive functionalities. The utility of the metal-free, one-pot strategy is exemplified by the synthesis of a bioactive natural product and the modification of complex molecules of societal importance.</p>


2015 ◽  
Vol 25 (22) ◽  
pp. 5424-5426 ◽  
Author(s):  
Zheng-Rong Wu ◽  
Zhong-Tian Bai ◽  
Ying Sun ◽  
Peng Chen ◽  
Zhi-Gang Yang ◽  
...  

ChemInform ◽  
2015 ◽  
Vol 46 (10) ◽  
pp. no-no
Author(s):  
Andrea B. J. Bracca ◽  
Daniel A. Heredia ◽  
Enrique L. Larghi ◽  
Teodoro S. Kaufman

2014 ◽  
Vol 2014 (36) ◽  
pp. 7979-8003 ◽  
Author(s):  
Andrea B. J. Bracca ◽  
Daniel A. Heredia ◽  
Enrique L. Larghi ◽  
Teodoro S. Kaufman

Molecules ◽  
2021 ◽  
Vol 26 (19) ◽  
pp. 6039
Author(s):  
Craig A. Johnston ◽  
David B. Cordes ◽  
Tomas Lebl ◽  
Alexandra M. Z. Slawin ◽  
Nicholas J. Westwood

The bioactive natural product perophoramidine has proved a challenging synthetic target. An alternative route to its indolo[2,3-b]quinolone core structure involving a N-chlorosuccinimde-mediated intramolecular cyclization reaction is reported. Attempts to progress towards the natural product are also discussed with an unexpected deep-seated rearrangement of the core structure occurring during an attempted iodoetherification reaction. X-ray crystallographic analysis provides important analytical confirmation of assigned structures.


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