通过对甲苯磺酰异氰酸酯（TsNCO）对4-（乙氧羰基）-2,3-联烯醇进行脱羧胺化反应实现2-氨基二烯的区域和立体选择性合成。
Regio- and stereoselective synthesis of 2-amino-dienes via decarboxylative amination of 4-(ethoxycarbonyl)-2,3-allenols by TsNCO.
作者信息
Wu Lijun, Huang Hui, Liang Yun, Cheng Pi
机构信息
National & Local Joint Engineering Laboratory for New Petro-chemical Materials and Fine Utilization of Resources, Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research, Ministry of Education, Hunan Normal University , Changsha, Hunan 410081, China.
出版信息
J Org Chem. 2014 Nov 21;79(22):11264-9. doi: 10.1021/jo502098b. Epub 2014 Nov 3.
A metal-free decarboxylative amination of 4-(ethoxycarbonyl)-2,3-allenols by TsNCO via base-induced aza-Michael addition/elimination has been developed. A variety of substituted N-tosyl 1,3-dien-2-yl amines were obtained in good yields and excellent regio- and stereoselectivity. Moreover, this transformation could be applied in preparation of 2-amino-trienes.
通过TsNCO经由碱诱导的氮杂-Michael加成/消除反应实现了4-(乙氧羰基)-2,3-联烯醇的无金属脱羧胺化反应。以良好的产率以及出色的区域和立体选择性得到了多种取代的N-对甲苯磺酰基-1,3-二烯-2-基胺。此外，这种转化可应用于2-氨基三烯的制备。
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