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首页> 外文期刊>ACS catalysis >Catalytic, Vicinal Difluorination of Olefins: Creating a Hybrid, Chiral Bioisostere of the Trifluoromethyl and Ethyl Groups
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Catalytic, Vicinal Difluorination of Olefins: Creating a Hybrid, Chiral Bioisostere of the Trifluoromethyl and Ethyl Groups

机译:催化,邻域二氟烯烃:创建一个三氟甲基和乙基的杂合,手性生物等排体。

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Contemporaneous reports describing the vicinal difluorination of olefins relying on I(I)/I(III) catalysis have augmented the arsenal of dihalogenation methods and provided a solution to this longstanding challenge in olefin functionalization. In both studies, success was contingent on the in situ generation of ArIF2 from a simple aryl iodide, HF source, and suitable terminal oxidant. The first report by Jacobsen and co-workers employed a resorcinol-derived aryl iodide/m-CPBA oxidant combination, while this laboratory relied on p-iodotoluene and Selectfluor. The complementarity of these approaches ensures that a wide variety of electronically distinct olefins are viable substrates for this transformation. This perspective describes our development of a catalytic difluorination of terminal olefins as a means to efficiently construct a hybrid, chiral bioisostere of the trifluoromethyl and ethyl groups in the broader context of molecular design and highlights key reports from other laboratories that accelerated the study.
机译:同期报告描述了依靠I(I)/ I(III)催化烯烃的邻位二氟化反应,这增加了二卤化方法的应用范围,并为解决烯烃功能化这一长期挑战提供了解决方案。在这两项研究中,成功​​取决于从简单的碘代芳烃,HF源和合适的终端氧化剂现场生成ArIF2。 Jacobsen及其同事的第一份报告采用了间苯二酚衍生的芳基碘化物/ m-CPBA氧化剂组合,而该实验室则依靠对碘代甲苯和Selectfluor。这些方法的互补性确保了各种电子上不同的烯烃是该转化的可行底物。该观点描述了我们开发的末端烯烃催化二氟化反应的方法,该方法可在分子设计的更广泛的背景下有效构建三氟甲基和乙基的杂合手性生物等位异构体,并着重介绍了其他实验室的重要报告,这些研究加速了这项研究。

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