Work

Synthesis of 5 H -Pyrrolo[3,4- b ]Pyridin-5-Ones via a Cerium Chloride Catalyzed Multicomponent Cascade Process: A One-Pot Approach Incorporating Ugi-Zhu 3CR, Aza Diels–Alder, N -Acylation, and Aromatization Reactions

Year: 2024

Type: article

Abstract: We have synthesized α-isocyano-β-phenylpropionamides 5 (a–c) using a two-step process and then created a new series of poly-substituted 5H-pyrrolo[3,4-b]pyridin-5-ones 12 (a–o) via a multi-component reaction. Most of the reported literature used scandium triflate and either benzene or toluene as solvents, which are not good for the environment. We have identified cerium(III) chloride as the catalyst and acetonitrile as the solvent for conversion, which is harmless to the environment. The synthetic strategy involved Ugi-Zhu 3CR (UZ-3CR), Aza Diels–Alder, N-acylation, and aromatization steps, yielding products in the range of 65–85%.

Source: Polycyclic aromatic compounds

DOI: 10.1080/10406638.2024.2434570

Authors: Ramasamy Duraisamy, M. B. Madhusudana Reddy, I. V. Asharani, Dhakshanamurthy Thirumalai

Institutions: Thiruvalluvar University, REVA University, Vellore Institute of Technology University

Language: English

Topic: Multicomponent Synthesis of Heterocycles

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funder: Tamil Nadu State Council for Higher Education

Award: G5607302362