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A New Reactivity Mode for the Diazo Group: Diastereoselective 1,3‐Aminoalkylation Reaction of β‐Amino‐α‐Diazoesters To Give Triazolines
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2014-07-01 , DOI: 10.1002/anie.201404352
Alexey Kuznetsov 1 , Anton V Gulevich , Donald J Wink , Vladimir Gevorgyan
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2014-07-01 , DOI: 10.1002/anie.201404352
Alexey Kuznetsov 1 , Anton V Gulevich , Donald J Wink , Vladimir Gevorgyan
Affiliation
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A novel mode of reactivity for the diazo group, the 1,3‐addition of a nucleophile and an electrophile to the diazo group, has been realized in the intramolecular aminoalkylation of β‐amino‐α‐diazoesters to form tetrasubstituted 1,2,3‐triazolines. The reaction exhibited a broad scope, good functional group tolerance, and excellent diastereoselectivity. In addition, a new Au‐catalyzed intramolecular transannulation reaction of the obtained propargyl triazolines to give pyrroles has been discovered.
中文翻译:
重氮基团的新反应模式:β-氨基-α-重氮酯的非对映选择性 1,3-氨基烷基化反应生成三唑啉
在 β-氨基-α-重氮酯的分子内氨烷基化形成四取代的 1,2,3 中实现了重氮基团的一种新反应模式,即亲核试剂和亲电试剂与重氮基团的 1,3-加成-三唑啉。该反应表现出广泛的范围、良好的官能团耐受性和优异的非对映选择性。此外,还发现了一种新的金催化的炔丙基三唑啉分子内环化反应生成吡咯。
更新日期:2014-07-01
中文翻译:
![](https://scdn.x-mol.com/jcss/images/paperTranslation.png)
重氮基团的新反应模式:β-氨基-α-重氮酯的非对映选择性 1,3-氨基烷基化反应生成三唑啉
在 β-氨基-α-重氮酯的分子内氨烷基化形成四取代的 1,2,3 中实现了重氮基团的一种新反应模式,即亲核试剂和亲电试剂与重氮基团的 1,3-加成-三唑啉。该反应表现出广泛的范围、良好的官能团耐受性和优异的非对映选择性。此外,还发现了一种新的金催化的炔丙基三唑啉分子内环化反应生成吡咯。