883531-48-4Relevant academic research and scientific papers
Synthesis of Carbazoles and Dihydrocarbazoles by a Divergent Cascade Reaction of Donor-Acceptor Cyclopropanes
Faltracco, Matteo,Damian, Matteo,Ruijter, Eelco
supporting information, p. 7592 - 7596 (2021/10/12)
An alkylation/olefination cascade of indolecarboxaldehydes and phosphonate-functionalized donor-acceptor cyclopropanes affords functionalized dihydrocarbazoles and cyclohepta[cd]indoles in formal (3 + 3) and (4 + 3) cycloadditions. A minor modification to the reaction conditions also allows access to the fully aromatic heterocyclic scaffolds by thermal loss of an electron-rich aryl moiety.
A straightforward approach to tetrahydroindolo[3,2-b]carbazoles and 1-indolyltetrahydrocarbazoles through [3+3] cyclodimerization of indole-derived cyclopropanes
Ivanova, Olga A.,Budynina, Ekaterina M.,Khrustalev, Victor N.,Skvortsov, Dmitriy A.,Trushkov, Igor V.,Melnikov, Mikhail Ya.
supporting information, p. 1223 - 1227 (2016/01/25)
A rapid new approach to produce biologically relevant bisindoles, namely indolyltetrahydrocarbazoles and indolo[3,2-b]carbazoles, has been developed, based on the Ga(OTf)3-catalyzed [3+3] cyclodimerization of indole-derived donor-acceptor cyclopropanes. Chemoselectivity of the process depends on the location of the three-membered ring at the indole core. Gemination for creation: A new method for bisindole assembly was proposed through [3+3] cyclodimerization of indole-derived cyclopropanes. Variations in the cyclopropane position at the indole core fine-tune the process towards the selective formation of indolyltetrahydrocarbazoles or indolo[3,2-b]carbazoles.
