Department of Chemistry, Occidental College, Los Angeles, California 90041, United States.
J Org Chem. 2022 Jun 3;87(11):7557-7564. doi: 10.1021/acs.joc.2c00723. Epub 2022 May 16.
A new family of stabilized benzylic nucleophiles for the palladium-catalyzed decarboxylative allylic alkylation reaction has been developed. Allyl esters derived from 3-carboxyphthalides were found to undergo palladium-catalyzed deallylation and decarboxylation under mild reaction conditions, a process facilitated by the formation of a stabilized aromatic anion. The regioselective allylic coupling of this intermediate afforded a variety of functionalized phthalides in 73-96% yields.
一种新型的稳定苄基亲核试剂已被开发用于钯催化的脱羧烯丙基烷基化反应。研究发现，3-羧基邻苯二甲酸酯衍生的烯丙基酯在温和的反应条件下可发生钯催化脱烯丙基和脱羧反应，这一过程得益于形成稳定的芳基阴离子。该中间体的区域选择性烯丙基偶联反应以 73-96%的收率得到了各种官能化的邻苯二甲酸酯。
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