N-对甲苯磺酰基-3-氮杂环庚炔。一种张力环状丙二酰胺的合成与化学性质。
N-tosyl-3-azacyclohexyne. Synthesis and chemistry of a strained cyclic ynamide.
机构信息
Department of Chemistry, Massachusetts Institute of Technology , Cambridge, Massachusetts 02139, United States.
出版信息
J Am Chem Soc. 2014 Nov 5;136(44):15489-92. doi: 10.1021/ja509055r. Epub 2014 Oct 22.
PMID:25328003
Abstract
The first synthesis of a strained six-membered cyclic ynamide is described. N-Tosyl-3-azacyclohexyne is generated via fluoride-promoted 1,2 elimination under conditions that allow trapping of the strained heterocyclic alkyne in a variety of addition, insertion, and [2 + 2], [3 + 2], and [4 + 2] cycloaddition reactions.
摘要
首次合成了一个张力六元环炔酰胺。通过氟化物促进的 1,2 消除反应生成 N-对甲苯磺酰基-3-氮杂环庚炔，在这些条件下，可以将张力杂环炔烃捕获到各种加成、插入和 [2 + 2]、[3 + 2]和 [4 + 2]环加成反应中。
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