Hydrogen-Atom-Transfer-Initiated Radical/Polar Crossover Annulation Cascade for Expedient Access to Complex Tetralins.
Hydrogen-Atom-Transfer-Initiated Radical/Polar Crossover Annulation Cascade for Expedient Access to Complex Tetralins.
复制标题
氢原子转移引发的自由基/极性交叉环化级联，可方便地获得复杂的四氢化萘。
DOI：
10.1002/anie.202303228
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发表时间：
2023
期刊：
影响因子：
--
通讯作者：
Vanderwal,ChristopherD
中科院分区：
文献类型：
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作者：
Johnson,LucasK;Barnes,GriffinL;Fernandez,SebastianA;Vanderwal,ChristopherD
描述了烯丙基取代芳烃和缺电子烯烃之间的自由基/极性交叉环。钴催化的氢原子转移（HAT）促进了串联自由基C - C键的形成，在面临潜在问题的氢氟化、氢烷氧基化、氢化、烯烃异构化和自由基聚合反应时产生功能化四氢化萘产品。反应在温和的条件下进行，可以容忍许多官能团，导致广泛的底物范围。这种强大的成环反应非常迅速地组装复杂的四联素，这是苯乙烯在很大程度上不可行的Diels-Alder环加成的正式产物。
A radical/polar crossover annulation between allyl‐substituted arenes and electron‐deficient alkenes is described. Cobalt‐catalyzed hydrogen atom transfer (HAT) facilitates tandem radical C−C bond formation that generates functionalized tetralin products in the face of potentially problematic hydrofluorination, hydroalkoxylation, hydrogenation, alkene isomerization, and radical polymerization reactions. The reactions proceed under mild conditions that tolerate many functional groups, leading to a broad substrate scope. This powerful ring‐forming reaction very quickly assembles complex tetralins that are the formal products of the largely infeasible Diels–Alder cycloadditions of styrenes.