Meglumine: A Novel and Efficient Catalyst for One-Pot, Three-Component Combinatorial Synthesis of Functionalized 2‑Amino‑4H‑pyrans

• Published in: ACS combinatorial science Vol. 15; no. 11; pp. 557 - 563
• Main Authors: Guo, Rui-Yun, An, Zhi-Min, Mo, Li-Ping, Wang, Rui-Zhi, Liu, Hong-Xia, Wang, Shu-Xia, Zhang, Zhan-Hui
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 11.11.2013; Amer Chemical Soc
• Subjects: Activated; Aromatic compounds; Catalysis; Chemistry; Chemistry, Applied; Chemistry, Medicinal; Chemistry, Multidisciplinary; Combinatorial analysis; Combinatorial Chemistry Techniques; Condensing; Construction; Derivatives; Libraries; Life Sciences & Biomedicine; Meglumine - chemistry; Molecular Structure; Pharmacology & Pharmacy; Physical Sciences; Pyrans - chemical synthesis; Pyrans - chemistry; Science & Technology; Synthesis; three-component reaction; meglumine; functionalized 2-amino-4H-pyrans; one-pot synthesis; ACID; MAGNETICALLY SEPARABLE CATALYST; IONIC LIQUID; MULTICOMPONENT REACTIONS; VERSATILE CATALYST; GREEN SYNTHESIS; RECYCLABLE CATALYST; SUBSTITUTED 4H-CHROMENES; DERIVATIVES
• ISSN: 2156-8952; 2156-8944; 2156-8944
• DOI: 10.1021/co400107j

An efficient one-pot synthesis of functionalized 2-amino-4H-pyrans by a meglumine-catalyzed three-component reaction has been developed. A broad range of substrates including aromatic and heteroaromatic aldehydes, isatin derivatives, and acenaphthenequinone are condensed with enolizable C–H activated compounds and alkylmalonates to give the desired products in high to excellent yields. This methodology provides an alternative approach for rapid access to construct a diversity-oriented library of 4H-pyrans.