Gold-Catalyzed Intramolecular Dearomatization Reactions of Indoles for the Synthesis of Spiroindolenines and Spiroindolines

被引:52
|
作者
Wu, Wen-Ting [1 ]
Ding, Lu [2 ]
Zhang, Liming [3 ]
You, Shu-Li [1 ,2 ]
机构
[1] Chinese Acad Sci, Ctr Excellence Mol Synth, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, 345 LinglingLu, Shanghai 200032, Peoples R China
[2] ShanghaiTech Univ, Sch Phys Sci & Technol, 100 Haike Rd, Shanghai 201210, Peoples R China
[3] Univ Calif Santa Barbara, Dept Chem & Biochem, Santa Barbara, CA 93106 USA
基金
国家重点研发计划;
关键词
NATURAL-PRODUCTS; ENANTIOSELECTIVE CONSTRUCTION; RECENT PROGRESS; CARBENES; CASCADE; CYCLOPROPANATION; ALKYLATION; INDOLINES; LIGANDS; ALKYNES;
D O I
10.1021/acs.orglett.9b03988
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A gold-catalyzed dearomatization reaction of indole derivatives was realized in the presence of JohnPhosAuCl/AgOMs to afford a series of spiroindolenines in excellent yields (<= 99%). In addition, when the Hantzsch ester was used as the hydrogen transfer reagent, various spiroindolines were obtained in a cascade fashion starting from readily available indole derivatives in modest to good yields (<= 79%). Both reactions feature readily available substrates, mild conditions, and good functional group tolerance.
引用
收藏
页码:1233 / 1238
页数:6
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