Radical Anions from Urea-type Carbonyls: Radical Cyclizations and Cyclization Cascades
Radical Anions from Urea-type Carbonyls: Radical Cyclizations and Cyclization Cascades
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DOI：
10.1002/anie.201800667
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发表时间：
2018-04-23
影响因子：
16.6
通讯作者：
Procter, David J.
中科院分区：
文献类型：
--
作者：
Huang, Huan-Ming;McDouall, Joseph J. W.;Procter, David J.
在碳-碳键的形成中，通过还原电子转移从尿素羰基产生的自由基被利用。尿素自由基阴离子的新自由基环化反应产生复杂的氮杂环，根据反应中使用的质子源，反应路径之间的化学选择性开关可以产生两个杂双环支架。用计算方法研究了尿素自由基反应的选择性。此外，涉及尿素阴离子的自由基环化级联提供了不寻常的螺环胺结构。
Radical anions generated from urea carbonyls by reductive electron transfer are exploited in carbon-carbon bond formation. New radical cyclizations of urea radical anions deliver complex nitrogen heterocycles and, depending upon the proton source used in the reactions, a chemoselective switch between reaction pathways can deliver two heterobicyclic scaffolds. A computational study has been used to investigate the selectivity of the urea radical processes. Furthermore, radical cyclization cascades involving urea radical anions deliver unusual spirocyclic aminal architectures.