Palladium-Catalyzed Dearomative Allylic Alkylation of Indoles with Alkynes To Synthesize Indolenines with C3-Quarternary Centers

Palladium-Catalyzed Dearomative Allylic Alkylation of Indoles with Alkynes To Synthesize Indolenines with C3-Quarternary Centers
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钯催化吲哚与炔烃的脱芳香烯丙基烷基化反应合成具有 C3-四元中心的吲哚

DOI:
10.1021/acs.orglett.6b01947
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发表时间:
2016-08-05
期刊:
影响因子:
5.2
通讯作者:
Yao, Hequan
Yao, Hequan
中科院分区:
化学1区
文献类型:
--
作者:
Gao, Shang;Wu, Zijun;Yao, Hequan

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本文报道了钯催化的吲哚与炔的烯丙基烷基化反应,合成了具有C3-四元中心的吲哚啉。原位形成的芳基联烯中间体省去了在烯丙基化合物上安装离去基团的需要,并且使用额外的氧化剂来氧化烯丙基C-H键。该反应具有良好的官能团耐受性和较高的原子经济性。此外,该反应还被进一步扩展以合成吡咯并吲哚啉和呋喃并吲哚啉。
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.