84245-28-3Relevant articles and documents
Rh(III)-Catalyzed Cascade Annulations to Access Isoindolo[2,1-b]isoquinolin-5(7H)-ones via C-H Activation: Synthesis of Rosettacin
Reddy, Chada Raji,Mallesh, Kathe
, p. 150 - 153 (2018/01/17)
An efficient protocol for the synthesis of diversely substituted 7-hydroxyisoindolo[2,1-b]isoquinolin-5(7H)-ones from the reaction of N-(pivaloyloxy)benzamides with 2-alkynyl aldehydes has been developed, which proceeds through sequential alkyne insertion followed by addition of the amide nitrogen on to the aldehyde. This method provided the products with aminal functionality as a handle for further diversification. The synthetic utility of this strategy was successfully illustrated by the concise, two-step synthesis of an alkaloid, rosettacin, and a topoisomerase I inhibitor.
Expeditious Synthesis of the Topoisomerase i Inhibitors Isoindolo[2,1- b ]isoquinolin-7(5 H)-one and the Alkaloid Rosettacin Based on Aryl Radical Cyclization of Enamide Generated by Using N -Acylaiminium Chemistry
El Blidi, Lahssen,Namoune, Aurélie,Bridoux, Alexandre,Nimbarte, Vijaykumar D.,Lawson, Ata Martin,Comesse, Sébastien,Da?ch, Adam
, p. 3583 - 3592 (2015/11/18)
A short and effective approach to the synthesis of the topoisomerase I inhibitor isoindolo[2,1-b]isoquinolin-7(5H)-one and the alkaloid rosettacin belonging to the aromathecin family is presented. The key step of this sequence, which resulted in the formation of a five-membered ring, was the aryl radical cyclization of enamides generated using N-acyliminium chemistry.
