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Iron-catalyzed radical cascade 6-endo cyclization of dienes towards fused nitrogen heterocycles initiated by an alkoxycarbonyl radical.
Organic & Biomolecular Chemistry ( IF 2.9 ) Pub Date : 2020-09-10 , DOI: 10.1039/d0ob01438a Shanshan Qiao 1 , Peng-Cheng Qian 2 , Fan Chen 2 , Jiang Cheng 3
Organic & Biomolecular Chemistry ( IF 2.9 ) Pub Date : 2020-09-10 , DOI: 10.1039/d0ob01438a Shanshan Qiao 1 , Peng-Cheng Qian 2 , Fan Chen 2 , Jiang Cheng 3
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An iron-catalyzed radical cascade cyclization of dienes initiated by an alkoxycarbonyl radical has been developed in the presence of (NH4)2S2O8, leading to a series of fused nitrogen heterocyclic compounds under relatively mild reaction conditions. The reaction is triggered by the addition of an alkyoxycarbonyl radical derived from the cleavage of alkoxyformyl hydrazide. Afterward, the formed nucleophilic radical preferred addition to the electron-neutral vinyl rather than the electron-deficient vinyl, followed by cascade 6-endo cyclization and further radical cyclization.
中文翻译：
铁催化自由基级联 6-endo 环化二烯向由烷氧羰基自由基引发的稠合氮杂环。
在(NH 4 ) 2 S 2 O 8存在下，由烷氧基羰基引发的二烯的铁催化自由基级联环化已在相对温和的反应条件下产生一系列稠合氮杂环化合物。该反应通过添加衍生自烷氧基甲酰肼的裂解的烷氧基羰基自由基来触发。之后，形成的亲核自由基优先添加到电子中性乙烯基而不是缺电子乙烯基，然后进行级联 6-内环化和进一步的自由基环化。
更新日期：2020-09-23
中文翻译：
铁催化自由基级联 6-endo 环化二烯向由烷氧羰基自由基引发的稠合氮杂环。
在(NH 4 ) 2 S 2 O 8存在下，由烷氧基羰基引发的二烯的铁催化自由基级联环化已在相对温和的反应条件下产生一系列稠合氮杂环化合物。该反应通过添加衍生自烷氧基甲酰肼的裂解的烷氧基羰基自由基来触发。之后，形成的亲核自由基优先添加到电子中性乙烯基而不是缺电子乙烯基，然后进行级联 6-内环化和进一步的自由基环化。
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