拉曼光谱介导的含三氟甲基氮杂环的合成。

RCM-mediated synthesis of trifluoromethyl-containing nitrogen heterocycles.

作者信息

De Matteis Valeria, van Delft Floris L, Jakobi Harald, Lindell Stephen, Tiebes Jörg, Rutjes Floris P J T

机构信息

Institute for Molecules and Materials, Radboud University Nijmegen, Toernooiveld 1, NL-6525 ED Nijmegen, The Netherlands.

出版信息

J Org Chem. 2006 Sep 29;71(20):7527-32. doi: 10.1021/jo060893z.

DOI:10.1021/jo060893z

PMID:16995655

Abstract

A ring-closing metathesis mediated pathway to trifluoromethyl-containing piperidines is detailed. This involves the development of a synthetic route to a new (trifluoromethyl)allylating reagent via a Diels-Alder/retro-Diels-Alder strategy, its application in the synthesis of a series of trifluormethyl-substituted diolefin precursors for ring-closing metathesis, and eventually the successful cyclization of these precursor molecules into the corresponding functionalized piperidines.

摘要

详细介绍了一种通过闭环复分解反应制备含三氟甲基哌啶的途径。这涉及通过狄尔斯-阿尔德/逆狄尔斯-阿尔德策略开发一种合成新型（三氟甲基）烯丙基化试剂的路线，其在合成一系列用于闭环复分解反应的三氟甲基取代二烯烃前体中的应用，以及最终将这些前体分子成功环化生成相应的官能化哌啶。