Metal-free visible-light induced cross-dehydrogenative coupling of tertiary amines with diazo compounds.
Metal-free visible-light induced cross-dehydrogenative coupling of tertiary amines with diazo compounds.
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DOI：
10.1021/ol501933h
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发表时间：
2014-07
期刊：
影响因子：
5.2
通讯作者：
Tiebo Xiao;Linyong Li;Guoliang Lin;Z. Mao;Lei Zhou
中科院分区：
文献类型：
--
作者：
Tiebo Xiao;Linyong Li;Guoliang Lin;Z. Mao;Lei Zhou
首次报道了叔胺和重氮化合物之间的可见光诱导交叉脱氢偶联反应。反应在温和和无金属的条件下顺利进行，以空气或氧气为氧化剂，生成各种β-氨基-α-重氮加合物，产率中等到很好，底物范围宽。所得产物被成功地用于合成4-或5-酯N-芳基-2，3-二氢苯并[d]氮杂环己烷，通过选择过渡金属催化剂可以简单地切换到高的区域选择性。
The first visible-light induced cross-dehydrogenative coupling between tertiary amines and diazo compounds is described. The reaction proceeds smoothly under mild and metal-free conditions by using air or O2 as the oxidant, affording various β-amino-α-diazo adducts in moderate to good yields with broad substrate scopes. The resulting products were successfully employed for the synthesis of 4- or 5-ester N-aryl-2,3-dihydrobenzo[d]azepines with high regioselectivity simply switched by the selection of the transition metal catalysts.