钯催化吲哚与炔烃的去芳构化烯丙基烷基化反应合成具有 C3-季碳中心的吲哚啉。
Palladium-Catalyzed Dearomative Allylic Alkylation of Indoles with Alkynes To Synthesize Indolenines with C3-Quarternary Centers.
机构信息
State Key Laboratory of Natural Medicines (SKLNM) and Department of Medicinal Chemistry, School of Pharmacy, China Pharmaceutical University , Nanjing 210009, P. R. China.
出版信息
Org Lett. 2016 Aug 5;18(15):3906-9. doi: 10.1021/acs.orglett.6b01947. Epub 2016 Jul 21.
A palladium-catalyzed dearomative allylic alkylation of indoles with alkynes to construct indolenines with C3-quarternary centers was reported. The in situ formed arylallene intermediate omitted the need to install leaving groups on the allylic compounds and employ extra oxidants to oxidize the allylic C-H bonds. The reaction exhibited good functional group tolerance and high atom economy. Moreover, the reaction was further expanded to synthesize pyrroloindolines and furanoindolines.
报道了钯催化吲哚与炔烃的去芳构化烯丙基烷基化反应，构建具有 C3-季碳中心的吲哚啉。原位形成的芳基烯丙基中间体省去了在烯丙基化合物上安装离去基团和使用额外的氧化剂氧化烯丙基 C-H 键的步骤。该反应具有良好的官能团容忍性和高原子经济性。此外，该反应进一步扩展到合成吡咯并吲哚啉和呋喃并吲哚啉。
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