4-Aminoindoles as 1,4-bisnucleophiles for diversity-oriented synthesis of tricyclic indoles bearing 3,4-fused seven-membered rings
Year: 2019
Type: article
Abstract: A straightforward access to tricyclic indoles bearing 3,4-fused seven-membered rings has been established by using 4-aminoindoles as 1,4-bisnucleophiles in three-component reactions. 1H-Azepino[4,3,2-cd]indoles, 4,6-dihydro-1H-azepino[4,3,2-cd]indoles and 1,3,4,6-tetrahydro-5H-azepino[4,3,2-cd]indol-5-ones could thus be synthesized in one pot in moderate to good yields. Beyond opening access to 3,4-fused tricyclic indoles, the use of easily accessible 4-aminoindoles as C,N-1,4-bisnucleophiles also provides a new platform to be used in a diversity-oriented synthesis strategy, fully displaying its benefits of maximizing molecular complexity and reaction diversity.
Source: Organic & Biomolecular Chemistry
DOI: 10.1039/c9ob01045a
Institutions: Huazhong University of Science and Technology, Lyon 1 Université, Centre National de la Recherche Scientifique, Université de Lyon, Institut de Chimie et Biochimie Moléculaires et Supramoléculaires, Institut National des Sciences Appliquées de Lyon, Lanzhou Institute of Chemical Physics, State Key Laboratory of Oxo Synthesis and Selective Oxidation
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: green
OpenAlex ID: W2946932763