金（I）催化的6-内型-双氮杂环丙烷-炔环化反应：高效合成2H-1,3-恶嗪的方法
Gold(i)-catalyzed 6-endo-dig azide-yne cyclization: efficient access to 2H-1,3-oxazines.
作者信息
Lonca Geoffroy Hervé, Tejo Ciputra, Chan Hui Ling, Chiba Shunsuke, Gagosz Fabien
机构信息
Département de Chimie, UMR 7652 and 7653 CNRS, Ecole Polytechnique, 91128 Palaiseau, France.
Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371, Singapore.
出版信息
Chem Commun (Camb). 2017 Jan 5;53(4):736-739. doi: 10.1039/c6cc08397h.
Denitrogenative 6-endo-dig azide-yne cyclization of α-propargyloxy-β-haloalkylazides was enabled by gold catalysis, thus providing 2H-1,3-oxazines. This rare cyclization mode in gold-catalyzed reactions of azide-yne substrates was demonstrated to be facilitated and controlled by electronic and resonance effects of the alkyne substituents. Molecular transformations of the as-prepared 2H-1,3-oxazines were also investigated.
通过金催化实现了α-炔丙氧基-β-卤代烷基叠氮化物的脱氮6-内型-双叠氮-炔环化反应，从而得到2H-1,3-恶嗪。在叠氮-炔底物的金催化反应中，这种罕见的环化模式被证明受炔烃取代基的电子效应和共振效应的促进和控制。还对所制备的2H-1,3-恶嗪的分子转化进行了研究。
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