Weakly-Activated Phenol Derivatives as New Green Electrophilic Partners in Suzuki–Miyaura and Related C-C Couplings DOI Creative Commons

Jules Perney,

Alexandre Humblot-Negri,

Carlos Vaca‐García

et al.

Molecules, Journal Year: 2024, Volume and Issue: 30(1), P. 51 - 51

Published: Dec. 26, 2024

In recent years, there has been growing interest in the development of greener alternatives to traditional reagents used carbon–carbon coupling reactions, particularly response environmental concerns. The commonly aryl halides, despite being highly reactive Suzuki–Miyaura (SMC), pose significant risks. As a result, research shifted towards exploring use phenols, which are widely accessible and environmentally benign. However, phenols considerably less due poor leaving group properties hydroxyl group, necessitating prior activation facilitate their reactions. This work aims review investigations on strategies for focusing application related C-C couplings. addition, exploration potential conducting step “in situ” will also be discussed. We hope that this article pave way more sustainable efficient methodologies, addressing both ecological practical challenges organic synthesis.

Language: Английский

Facile One-Pot Conversion of (poly)phenols to Diverse (hetero)aryl Compounds by Suzuki Coupling Reaction: A Modified Approach for the Synthesis of Coumarin- and Equol-Based Compounds as Potential Antioxidants DOI Creative Commons
Muthipeedika Nibin Joy, Igor S. Коvalev, Olga V. Shabunina

et al.

Antioxidants, Journal Year: 2024, Volume and Issue: 13(10), P. 1198 - 1198

Published: Oct. 3, 2024

A series of 16 (hetero)aryl compounds based on coumarin and equol has been efficiently synthesized by exploring the palladium-catalyzed Suzuki cross-coupling reactions. Polyphenol (4-methyl-7-hydroxy coumarin) was initially converted to corresponding imidazylate then subjected coupling reaction with 4-methoxyphenylboronic acid obtain coupled product. This modified approach later developed into a one-pot methodology directly reacting polyphenol 1,1-sulfonyldiimidazole (SDI) boronic in situ product one step. Moreover, an array (poly)phenols were diverse this optimized step-economic protocol. The screening their potential antioxidant activities 2,2-diphenyl-1-picrylhydrazyl (DPPH) assay. In our investigation,

Language: Английский

Citations

0
Weakly-Activated Phenol Derivatives as New Green Electrophilic Partners in Suzuki–Miyaura and Related C-C Couplings DOI Creative Commons

Jules Perney,

Alexandre Humblot-Negri,

Carlos Vaca‐García

et al.

Molecules, Journal Year: 2024, Volume and Issue: 30(1), P. 51 - 51

Published: Dec. 26, 2024

In recent years, there has been growing interest in the development of greener alternatives to traditional reagents used carbon–carbon coupling reactions, particularly response environmental concerns. The commonly aryl halides, despite being highly reactive Suzuki–Miyaura (SMC), pose significant risks. As a result, research shifted towards exploring use phenols, which are widely accessible and environmentally benign. However, phenols considerably less due poor leaving group properties hydroxyl group, necessitating prior activation facilitate their reactions. This work aims review investigations on strategies for focusing application related C-C couplings. addition, exploration potential conducting step “in situ” will also be discussed. We hope that this article pave way more sustainable efficient methodologies, addressing both ecological practical challenges organic synthesis.

Language: Английский

Citations

0