Microwave Irradiated, Sodium Aluminate Supported and Zinc Catalyzed Suzuki-Miyaura Cross-Coupling Reaction on Fused Tricyclic Oxa-Aza-Quinolone: A Green Protocol

• Published in: Applied mechanics and materials Vol. 911; pp. 3 - 10
• Main Author: Saha, Pritam
• Format: Journal Article
• Language: English
• Published: Zurich Trans Tech Publications Ltd 04.01.2023
• Subjects: Bromides; Catalysts; Chemical reactions; Chemical synthesis; Covalent bonds; Cross coupling; Heterocyclic compounds; Irradiation; Palladium; Sodium; Sodium aluminate; Zinc; Microwave Irradiation; Suzuki–Miyaura; Sodium Aluminate Supported; Zinc Catalyzed; Tricyclic Dihalo Quinolones
• ISSN: 1660-9336; 1662-7482; 1662-7482
• DOI: 10.4028/p-lanj11

Alternative synthesis methods are need of the hour to provide easy protocol for synthesizing biologically active heterocyclic compounds. In this connection, this paper describes the development of a concise, convergent protocol for diversely substituted Suzuki–Miyaura cross-coupling reactions of heteroaryl bromides and boronic acids under microwave irradiation using Sodium aluminate (NaAlO2) as a solid support as well as base. According to my knowledge, this is the first report of the strategy that involves the use of zinc as a catalyst on fused tricyclic di-halo quinolones in a solvent-free condition using simple microwave irradiation. Earlier research from the same laboratory established a solid support assisted Suzuki–Miyaura cross-coupling reaction for forming C–C bonds under the influence of microwave irradiation. Therefore, sodium aluminate (NaAlO2) was attempted as a base and solid support instead of traditional mineral bases. Moreover, zinc was used as a catalyst replacing palladium. The new method is unique and effective due to its energy economy, procedural simplicity, and general applicability. Moreover, the use of Sodium aluminate (NaAlO2) is expected to extend this green-protocol and atom-friendly chemistry for the synthesis of varied heterocyclic compounds of interest.