標題: Multidisciplinary Synthetic Approach for Rapid Combinatorial Library Synthesis of Triaza-Fluorenes
作者: Hsiao, Ya-Shan
Yellol, Gorakh S.
Chen, Li-Hsun
Sun, Chung-Ming
應用化學系
Department of Applied Chemistry
公開日期: 1-九月-2010
摘要: A new multidisciplinary synthetic approach comprising polymer-support synthesis, microwave-assisted synthesis, and multicomponent condensation facilitates synthesis of triaza-fluorenes library with a set of advantages such as rapid process, simple purification, and structural diversity in one shot. Microwave-assisted multistep synthetic protocol was used to construct the benzimidazole ring on soluble polymer support using activated aryl-fluorides. The PEG anchored aryl fluoride was condensed with selective primary amines via an ipso-fluoro displacement reaction followed by reduction of nitro group. The subsequent cyclization with cyanogen bromide is used as a key step to furnish immobilized benzimidazoles. Finally multicomponent condensation of resulted polymer bound benzimidazoles with various aldehydes and 1,3-diones under microwave irradiations provides rapid access for triaza-fluorenes with high purity and excellent yields. Microwave irradiation greatly accelerates the rate of all reactions while polymer support facilitates purifications by simple precipitation technique. This strategy dramatically increases efficiency of overall multistep synthesis.
URI: http://dx.doi.org/10.1021/cc1000902
http://hdl.handle.net/11536/32271
ISSN: 1520-4766
DOI: 10.1021/cc1000902
期刊: JOURNAL OF COMBINATORIAL CHEMISTRY
Volume: 12
Issue: 5
起始頁: 723
結束頁: 732
顯示於類別:期刊論文


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