Cardullo Francesca, Donati Daniele, Fusillo Vincenzo, Merlo Giancarlo, Paio Alfredo, Salaris Margherita, Solinas Antonio, Taddei Maurizio
GlaxoSmithKline, Medicines Research Centre, Via A. Fleming 4, 37135 Verona, Italy.
J Comb Chem. 2006 Nov-Dec;8(6):834-40. doi: 10.1021/cc060060m.
One of the still unresolved problems in parallel synthesis is the availability of a general and rapid method for the transformation of a primary amine into the corresponding secondary amine without the issue of polyalkylation. Following the Fukuyama method, which is based on the alkylation of o-nitrobenzenesulfonamides, followed by removal of the sulfonyl group, we have developed a simple protocol which can be easily applied to parallel synthesis making use of supported reagents and scavengers. To verify the robustness of the method, a small representative array of secondary amines have been prepared. Moreover, taking advantage of the possibility to use different supported reagents in the same pot, we also prepared, starting from primary amines, a series of differently substituted tertiary amines.
平行合成中仍未解决的问题之一是缺乏一种通用且快速的方法，能将伯胺转化为相应的仲胺，同时避免多烷基化问题。遵循基于邻硝基苯磺酰胺烷基化、随后去除磺酰基的福山方法，我们开发了一种简单的方案，该方案可利用负载型试剂和清除剂轻松应用于平行合成。为验证该方法的稳健性，已制备了一小批具有代表性的仲胺阵列。此外，利用在同一反应釜中使用不同负载型试剂的可能性，我们还从伯胺开始制备了一系列不同取代的叔胺。
