Gold-Catalyzed Three-Component Annulation: Efficient Synthesis of Highly Functionalized Dihydropyrazoles from Alkynes, Hydrazines, and Aldehydes or Ketones

被引:66
作者
Suzuki, Yamato [1 ]
Naoe, Saori [1 ]
Oishi, Shinya [1 ]
Fujii, Nobutaka [1 ]
Ohno, Hiroaki [1 ]
机构
[1] Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan
关键词
ONE-POT; FACILE SYNTHESIS; AMINES; ACCESS; CYCLIZATION; PYRAZOLES; HYDROAMINATION; ADDITIONS; BONDS;
D O I
10.1021/ol203072u
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Polysubstituted dihydropyrazoles were directly obtained by a gold-catalyzed three-component annulation. This reaction consists of a Mannich-type coupling of alkynes with N,N-disubstituted hydrazines and aldehydes/ketones followed by intramolecular hydroamination. Cascade cyclization using 1,2-dialkynylbenzene derivatives as the alkyne component was also performed producing fused tricyclic dihydropyrazoles in good yields.
引用
收藏
页码:326 / 329
页数:4
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