Ullah Farman, Zang Qin, Javed Salim, Zhou Aihua, Knudtson Christopher A, Bi Danse, Hanson Paul R, Organ Michael G
Department of Chemistry, York University, 4700 Keele Street, Toronto ON, M3J 1P3, Canada ; Center for Chemical Methodologies and Library Development at the University of Kansas (KU-CMLD), 2034 Becker Drive, Delbert M. Shankel Structural Biology Center, Lawrence, KS 66047-3761, USA.
J Flow Chem. 2012 Dec;2(4). doi: 10.1556/JFC-D-12-00015.
A microwave-assisted, continuous-flow organic synthesis (MACOS) protocol for the synthesis of functionalized 1,2,5-thiadiazepane 1,1-dioxide library, utilizing a one-pot elimination and inter-/intramolecular double aza-Michael addition strategy is reported. The optimized protocol in MACOS was utilized for scale-out and further extended for library production using a multicapillary flow reactor. A 50-member library of 1,2,5-thiadiazepane 1,1-dioxides was prepared on a 100- to 300-mg scale with overall yields between 50 and 80% and over 90 % purity determined by proton nuclear magnetic resonance (H-NMR) spectroscopy.
报道了一种用于合成功能化1,2,5-噻二氮杂环庚烷1,1-二氧化物库的微波辅助连续流有机合成（MACOS）方案，该方案采用一锅消除和分子间/分子内双氮杂迈克尔加成策略。MACOS中优化后的方案用于放大生产，并使用多毛细管流动反应器进一步扩展以用于库的制备。制备了一个由50个成员组成的1,2,5-噻二氮杂环庚烷1,1-二氧化物库，规模为100至300毫克，总收率在50%至80%之间，通过质子核磁共振（H-NMR）光谱测定纯度超过90%。
