Two-pot synthesis and photophysical studies of 1,6-disubstituted 5-aza-indoles from succinaldehyde and N-aryl propargylic-imines

Autor: Sravendra Rana, Amol Prakash Pawar, Satheeshvarma Vanaparthi, Mamta Mamta, Indresh Kumar, Eldhose Iype, Jyothi Yadav
Rok vydání: 2021
Předmět:
Zdroj: Organic & Biomolecular Chemistry. 19:10601-10610
ISSN: 1477-0539
1477-0520
DOI: 10.1039/d1ob01949j
Popis: A two-pot synthesis of 5-aza-indoles has been developed from aqueous succinaldehyde and N-aryl propargylic-imines. This overall protocol involves (i) metal-free [3+2] annulation between aqueous succinaldehyde and N-aryl propargylic-imines to access 2-alkynyl-pyrrole-3-aldehydes, (ii) Ag-catalyzed 6-endo-dig-cyclization to get substituted 5-aza-indoles in the second pot. The 5-aza-indoles showed engaging photophysical activities, and reaction practicality has been demonstrated for the pot-economic gram-scale synthesis.
Databáze: OpenAIRE