2. Academic Validation
  3. Facile Approach to Diverse Diarylmethane Scaffolds via DBU-Catalyzed 1,6-Addition Reaction: Discovery of an Antibacterial Agent

Facile Approach to Diverse Diarylmethane Scaffolds via DBU-Catalyzed 1,6-Addition Reaction: Discovery of an Antibacterial Agent

  • ACS Omega. 2025 Jan 15;10(3):3044-3053. doi: 10.1021/acsomega.4c09847.
Pei-Qi Ren 1,  Yi-Fei Li 2,  Shi-Yan Wang 2,  Yan-Shu Luo 3,  Min Liu 2,  Ren-Hao Li 2,  You-Yun Zeng 1
Affiliations

Affiliations

  • 1 School and Hospital of Stomatology, Wenzhou Medical University, Wenzhou, Zhejiang 325035, China.
  • 2 State Key Laboratory of Macromolecular Drugs and Large-Scale Manufacturing, School of Pharmaceutical Sciences, Wenzhou Medical University, Wenzhou, Zhejiang 325035, China.
  • 3 College of Chemistry & Materials Engineering, Wenzhou University, Wenzhou 325035, P. R. China.
PMID: 39895761 DOI: 10.1021/acsomega.4c09847
Abstract

Herein, a DBU-catalyzed 1,6-Michael addition of para-quinone methides (p-QMs) under mild reaction conditions with high efficiency (turnover number up to 103) and good to excellent yields is reported. The transformation proceeds smoothly with a range of nucleophiles, providing diverse diarylmethane scaffolds with good efficiency. Mechanistic studies revealed that DBU is an excellent proton acceptor and donor and that DBU can promote the addition of methanol to p-QMs. A preliminary investigation was also conducted of the Antibacterial properties of the products.

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