83747-12-0Relevant articles and documents
Total Synthesis of Dictyodendrins A–F by the Gold-Catalyzed Cascade Cyclization of Conjugated Diyne with Pyrrole
Inuki, Shinsuke,Matsuda, Yuka,Matsuoka, Junpei,Miyamoto, Yoichi,Ohno, Hiroaki,Oishi, Shinya,Oka, Masahiro,Otani, Mayumi
supporting information, (2020/07/13)
The total synthesis of dictyodendrins A–F was achieved by using the gold(I)-catalyzed annulation of a conjugated diyne with N-Boc-pyrrole for direct construction of the pyrrolo[2,3-c]carbazole scaffold. Late-stage functionalization of the resulting pyrrolo[2,3-c]carbazole to introduce various substituents provided divergent access to dictyodendrins. Some dictyodendrin analogues exhibited inhibitory activities toward CDK2/CycA2 and GSK3.
Total Synthesis of Dictyodendrins by the Gold-Catalyzed Cascade Cyclization of Conjugated Diynes with Pyrroles
Matsuoka, Junpei,Matsuda, Yuka,Kawada, Yuiki,Oishi, Shinya,Ohno, Hiroaki
supporting information, p. 7444 - 7448 (2017/06/13)
In total and formal syntheses of dictyodendrins B, C, E, and F, the key step involved the direct construction of the pyrrolo[2,3-c]carbazole core by the gold-catalyzed annulation of a conjugated diyne with a pyrrole to form three bonds and two aromatic rings. The subsequent introduction of substituents at the C1 (Suzuki–Miyaura coupling), C2 (addition to an aldehyde), N3 (alkylation), and C5 positions (Ullman coupling) provided divergent access to dictyodendrins.
Total synthesis of dictyodendrins A-E
Tokuyama, Hidetoshi,Okano, Kentaro,Fujiwara, Hideto,Noji, Toshiharu,Fukuyama, Tohru
supporting information; experimental part, p. 560 - 572 (2011/10/03)
A highly efficient total synthesis of dictyodendrins A-E was accomplished. The synthesis features a novel benzyne-mediated one-pot indoline formation/cross-coupling sequence for the construction of a highly substituted key indoline intermediate. Peripheral substituents were introduced onto this intermediate in a modular fashion to complete the total synthesis of dictyodendrins A-E. A benzyne-mediated one-pot indoline formation/cross-coupling sequence is used for the construction of a highly substituted common indole intermediate. The peripheral substituents were introduced using a Friedel-Crafts reaction on the indole intermediate in a modular fashion to complete the total synthesis. Copyright