Synthetic Routes to Isomeric Imidazoindoles by Regioselective Ring‐Opening of Activated Aziridines Followed by Copper‐Catalysed C–N Cyclization

Autor: Deo Prakash Tiwari, Masthanvali Sayyad, Manas K. Ghorai, Imtiyaz Ahmad Wani
Rok vydání: 2017
Předmět:
Zdroj: European Journal of Organic Chemistry. 2017:2369-2378
ISSN: 1099-0690
1434-193X
DOI: 10.1002/ejoc.201700267
Popis: Two new synthetic routes that deliver substituted imidazoindoles in high yields with excellent ee values have been developed. The reactions proceed through ring-opening of activated aziridines with 2,2-dibromovinylanilines or 2-bromoindoles, followed by a Cu-catalysed domino C–N,C–N-cyclization, or a C–N cyclization, respectively. The first route gives rise to one regioisomer, and the second route gives the other.
Databáze: OpenAIRE
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