A Facile, Convenient and Catalyst‐Free One‐Pot Route to Fluorescent Pyrrolo[3, 4‐c]pyridines via Multicomponent Strategy in Aqueous Medium

• Published in: ChemistrySelect (Weinheim) 2018-02, Vol.3 (7), p.2080-2087
• Main Authors: Maity, Pampa, Chaudhuri, Tandrima, Mukhopadhyay, Chhanda
• Format: Article
• Language: English
• Subjects: Catalyst free; Multicomponent reaction; photophysical properties; pyrrolo[3, 4-c]pyridine amido-triones; solvatochromic
• ISSN: 2365-6549; 2365-6549
• DOI: 10.1002/slct.201702677

A unique, convenient and efficient multicomponent one‐pot synthetic approach to access a wide variety of pyrrolo[3, 4‐c] pyridines has been developed. This is the first report of the direct synthesis of pyrrolo[3, 4‐c]pyridine amido‐triones from primary amines, malononitrile and dialkylacetylenedicarboxylate in an aqueous medium without using any catalyst. The newly synthesized compounds are fluorescent in nature and photophysical properties of some selective compounds have been carried out. In addition, a comparative photophysical study of some selective fluorophores was also performed in a wide variety of solvents. A new strategy has been developed for the synthesis of pyrrolo[3, 4‐c] pyridine amido triones under a catalyst‐free condition in aqueous medium from the readily available starting materials such as primary amine, malononitrile and dialkyl acetylenedicarboxylate. This highly efficient multicoponent reaction protocol offered good to excellent yield with broad substrate scope even in absence of any catalyst. The newly synthesized compounds are fluorescent in nature.