Allen Charles P, Benkovics Tamas, Turek Amanda K, Yoon Tehshik P
Department of Chemistry, University of Wisconsin-Madison, 1101 University Avenue, Madison, Wisconsin 53706, USA.
J Am Chem Soc. 2009 Sep 9;131(35):12560-1. doi: 10.1021/ja906183g.
We describe a new oxaziridine-mediated approach to the amination of sp(3)-hybridized C-H bonds. In the presence of a copper(II) catalyst, N-sulfonyl oxaziridines participate in efficient intramolecular cyclization reactions to afford a variety of piperidine and tetrahydroisoquinoline structures. The aminal intermediates provide a convenient functional handle for further elaboration of these structures, demonstrating the utility of this new methodology for the rapid construction of structurally complex nitrogen-containing heterocycles.
我们描述了一种由恶唑烷介导的新方法,用于sp(3)杂化C-H键的胺化反应。在铜(II)催化剂存在下,N-磺酰基恶唑烷参与高效的分子内环化反应,生成各种哌啶和四氢异喹啉结构。氨基中间体为进一步修饰这些结构提供了便利的官能团处理方式,证明了这种新方法在快速构建结构复杂的含氮杂环化合物方面的实用性。