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Recent advances in oxidative allylic C–H functionalization via group IX
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Allylic substitution, pioneered by the work of Tsuji and Trost, has been an invaluable tool in the synthesis of complex molecules for decades. An attractive alternative to allylic substitution is the direct functionalization of allylic C–H bonds of unactivated alkenes, thereby avoiding the need for prefunctionalization. Significant early advances in allylic C–H functionalization were made using palladium catalysis. However, Pd-catalyzed reactions are generally limited to the functionalization of terminal olefins with stabilized nucleophiles. Insights from Li, Cossy, and Tanaka demonstrated the utility of RhCpx catalysts for allylic functionalization. Since these initial reports, a number of key intermolecular Co-, Rh-, and Ir-catalyzed allylic C–H functionalization reactions have been reported, offering significant complementarity to the Pd-catalyzed reactions. Herein, we report a summary of recent advances in intermolecular allylic C–H functionalization via group IX-metal π-allyl complexes. Mechanism-driven development of new catalysts is highlighted, and the potential for future developments is discussed.
中文翻译：
Tsuji和Trost的研究开创了烯丙基取代，数十年来，它一直是合成复杂分子的宝贵工具。烯丙基取代的一种有吸引力的替代方法是将未活化烯烃的烯丙基CH键直接官能化，从而避免了预官能化的需要。钯催化在烯丙基CH的功能化方面取得了重要的早期进展。但是，Pd催化的反应通常限于用稳定的亲核试剂对末端烯烃进行官能化。Li，Cossy和Tanaka的见解证明了RhCp x的实用性烯丙基官能化的催化剂。自从这些最初的报道以来，已经报道了许多关键的分子间的Co，Rh和Ir催化的烯丙基C–H官能化反应，为Pd催化的反应提供了显着的互补性。在本文中，我们报告了通过IX-金属π-烯丙基复合物在分子间烯丙基CH官能化方面的最新进展。重点介绍了新催化剂的机理驱动开发，并讨论了未来发展的潜力。 |
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