Rh(II)‐catalyzed Intermolecular Benzylic C(sp 3 )−H Alkylation of Methyl‐substituted Arenes by N ‐Aryl‐α‐diazo‐β‐amidoesters
Rh(II)‐catalyzed Intermolecular Benzylic C(sp 3 )−H Alkylation of Methyl‐substituted Arenes by N ‐Aryl‐α‐diazo‐β‐amidoesters
复制标题
Rh(II)—催化 N—芳基—芳基—重氮—氨基酯对甲基—取代芳烃的分子间苯甲基 C(sp 3 )—H 烷基化
DOI：
10.1002/cctc.202101977
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发表时间：
2022
期刊：
影响因子：
4.5
通讯作者：
France, Stefan
中科院分区：
文献类型：
--
作者：
Yuan, Shaoren;McLaren, Eric J.;France, Stefan
本文报道了一种使用N-芳基-α-重氮-β-酰胺酯衍生的金属卡宾和二铑催化剂进行甲基取代芳烃分子间苄基C（sp3）−H烷基化的一般方法。烷基化产物以高达81%的产率形成，具有证明的官能团耐受性，超过先前的文献。独特的酰胺-酯骨架可以通过各种衍生化用于广泛的合成用途，并为这些分子间C（sp3）−H官能化的选择性规则和反应性特征的发展提供了起点。
Herein, a general approach to intermolecular benzylic C(sp3)−H alkylation of methyl‐substituted arenes is reported using metal carbenes derived fromN‐aryl‐α‐diazo‐β‐amidoesters and dirhodium catalysts. Alkylated products were formed in up to 81 % yield with demonstrated functional group tolerance, outpacing previous literature. The unique amide‐ester scaffolding can be exploited through various derivatizations for broad synthetic utility and provides a starting point for the development of selectivity rules and reactivity profiles for these intermolecular C(sp3)−H functionalizations.