Diversification of 4-bromo-1H-indole-3-carbaldehyde-derived Ugi adducts: Access to the azepino[3,4,5-cd]indoles and spiroindolines
Zaman M. Hasan M. Peshkov A.A. Puzyk A. Wang Y. Lim C.-K. Pereshivko O.P. Peshkov V.A.
25 October 2023Elsevier Ltd
Tetrahedron Letters
2023#130
4-Bromo-1H-indole-3-carbaldehyde has been explored as a key building block for a post-Ugi assembly of azepino[3,4,5-cd]indoles and spiroindolines. First, the corresponding Ugi adducts were successfully employed in palladium-catalyzed reductive Heck cyclization producing a range of azepinoindoles. Then, 4-bromo-1H-indole-3-carbaldehyde-derived Ugi adducts were subjected to cationic gold catalysis affording tetracyclic spiroindolines. Furthermore, the aryl bromide moiety retained in the resulting spiroindolines was found to be amendable to further functionalization via Suzuki and Sonogashira couplings.
Text of the article Перейти на текст статьи
College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Dushu Lake Campus, Suzhou, 215123, China
Department of Chemistry, School of Sciences and Humanities, Nazarbayev University, 53 Kabanbay Batyr Ave, Astana, 010000, Kazakhstan
Institute of Chemistry, Saint Petersburg State University, Saint Petersburg, 199034, Russian Federation
Department of Chemical and Materials Engineering, School of Engineering and Digital Sciences, Nazarbayev University, Astana, 010000, Kazakhstan
College of Chemistry
Department of Chemistry
Institute of Chemistry
Department of Chemical and Materials Engineering
10 лет помогаем публиковать статьи Международный издатель
Книга Публикация научной статьи Волощук 2026 Book Publication of a scientific article 2026