Rhodium(III)-Catalyzed Synthesis of Spiropiperidine Derivatives via C-H Activation

被引:12
|
作者
Peneau, Augustin [1 ]
Retailleau, Pascal [1 ]
Guillou, Catherine [1 ]
Chabaud, Laurent [1 ]
机构
[1] Univ Paris Saclay, Univ Paris Sud, CNRS UPR 2301, Inst Chim Subst Nat, 1 Av Terrasse, F-91198 Gif Sur Yvette, France
来源
JOURNAL OF ORGANIC CHEMISTRY | 2018年 / 83卷 / 04期
关键词
INTRAMOLECULAR ANNULATION; FUNCTIONALIZATION; POTENT; AMIDOARYLATION; HYDROARYLATION; DISCOVERY; PATHWAYS; INDOLES; ALKENES; ALKYNES;
D O I
10.1021/acs.joc.7b03252
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Spiropiperidine derivatives, an important class of bioactive molecules, were synthesized under mild conditions by rhodium(III)-catalyzed intramolecular ArC-H activation. This reaction provides a novel route to highly substituted tricyclic spiropiperidines in good to excellent yields. Under acidic conditions the resulting enamines reacted with pendant amides to afford spiropiperidines derivatives possessing an original tetracyclic structure.
引用
收藏
页码:2324 / 2340
页数:17
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