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Small Molecule Library Synthesis Using Segmented Flow
Medinical Chemistry Technologies, Abbott Laboratories, Global Pharmaceutical Research and Development, 100 Abbott Park Road, Abbott Park, IL 60064, USA
Department of Chemistry at KU, 1251 Wescoe hall Drive, 2010 Marlott Hall, Lawrence, KA 66045, USA
* Author to whom correspondence should be addressed.
Received: 13 September 2011; in revised form: 18 October 2011 / Accepted: 21 October 2011 / Published: 2 November 2011
Abstract: Flow chemistry has gained considerable recognition as a simple, efficient, and safe technology for the synthesis of many types of organic and inorganic molecules ranging in scope from large complex natural products to silicon nanoparticles. In this paper we describe a method that adapts flow chemistry to the synthesis of libraries of compounds using a fluorous immiscible solvent as a spacer between reactions. The methodology was validated in the synthesis of two small heterocycle containing libraries. The reactions were performed on a 0.2 mmol scale, enabling tens of milligrams of material to be generated in a single 200 mL reaction plug. The methodology allowed library synthesis in half the time of conventional microwave synthesis while maintaining similar yields. The ability to perform multiple, potentially unrelated reactions in a single run is ideal for making small quantities of many different compounds quickly and efficiently.
Keywords: segmented flow; library synthesis
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Thompson, C.M.; Poole, J.L.; Cross, J.L.; Akritopoulou-Zanze, I.; Djuric, S.W. Small Molecule Library Synthesis Using Segmented Flow. Molecules 2011, 16, 9161-9177.
Thompson CM, Poole JL, Cross JL, Akritopoulou-Zanze I, Djuric SW. Small Molecule Library Synthesis Using Segmented Flow. Molecules. 2011; 16(11):9161-9177.
Thompson, Christina M.; Poole, Jennifer L.; Cross, Jeffrey L.; Akritopoulou-Zanze, Irini; Djuric, Stevan W. 2011. "Small Molecule Library Synthesis Using Segmented Flow." Molecules 16, no. 11: 9161-9177.