Department of Chemistry, National University of Ireland, Maynooth, Co. Kildare, Republic of Ireland.
Org Biomol Chem. 2010 Jan 21;8(2):391-7. doi: 10.1039/b917450h. Epub 2009 Oct 28.
An efficient, catalyst free, 1,3-dipolar cycloaddition strategy to conjugate nucleosides and nucleotides with isoxazoles under atmospheric conditions and in an aqueous environment is reported. The protocol involves chloramine-T as a practical reagent to induce in situ nitrile oxide formation and the alkyne partner is attached to the sugar residue or the nucleobase. The reactions are regiospecific, fast and high yielding.
报道了一种在大气条件下和水相环境中,通过高效、无催化剂的 1,3-偶极环加成策略,将异恶唑与核苷和核苷酸偶联的方法。该方案涉及使用氯胺-T 作为一种实用试剂来诱导原位氮氧化物的形成,而炔烃试剂则连接到糖残基或碱基上。反应具有区域选择性、快速和高产率的特点。