90-24-4Relevant articles and documents
Total Synthesis and Cytotoxic Activity of 6,8-Dimethoxy-1,3-dimethylisoquinoline Isolated from Ancistrocladus tectorius: A 6π-Azaelectrocyclization Approach
Cortés, Iván,Borini Etichetti, Carla M.,Girardini, Javier E.,Kaufman, Teodoro S.,Bracca, Andrea B. J.
, p. 433 - 440 (2019)
A facile and convenient approach toward the total synthesis of 1,3-dimethyl-6,8-dimethoxyisoquinoline from phloroacetophenone is reported. The sequence entailed the selective 2,4-di-O-methylation and further triflation of the resulting phenolic product. This was followed by a Stille-type allylation, an allyl-to-propenyl isomerization, and the methoximation of the carbonyl moiety. A final microwave-assisted 6π-azaelectrocyclization completed the sequence. Functionalized derivatives on C-1 were also prepared. The heterocycles exhibited cytotoxic activity.
Construction and Biological Evaluation of Small Libraries Based on the Intermediates within the Total Synthesis of Uvaretin
Perera, Shashika,Fernando, Asantha,Dallman, Johnathan,Weeramange, Chamitha,Lansakara, Ashabha,Nguyen, Thi,Rafferty, Ryan J.
, p. 1631 - 1639 (2021/04/29)
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Total Synthesis of Mulberry Diels-Alder-Type Adducts Kuwanons G and H
Luo, Si-Yuan,Tang, Zhuo-Ya,Li, Qingjiang,Weng, Jiang,Yin, Sheng,Tang, Gui-Hua
, p. 4786 - 4793 (2021/04/06)
Mulberry Diels-Alder-type adducts (MDAAs) are a group of rare natural polyphenols biosynthetically derived from [4 + 2]-cycloaddition of chalcones and dehydroprenylphenols. In this study, kuwanons G (1) and H (2), two bioactive MDAAs with unique dehydroprenylflavonoid dienes, were totally synthesized for the first time in a biomimetic manner. The key features of the convergent route include the use of the Baker-Venkataraman rearrangement, alkylation of β-diketone, intramolecular cyclization, and Suzuki-Miyaura coupling to achieve the subunit diene.