Nickel-Catalyzed Regio- and Enantioselective Annulation Reactions of 1,2,3,4-Benzothiatriazine-1,1(2H)-dioxides with Allenes

被引：97
|
作者：
Miura, Tomoya [1 ]
Yamauchi, Motoshi [1 ]
Kosaka, Akira [1 ]
Murakami, Masahiro [1 ]
机构：
[1] Kyoto Univ, Dept Synthet Chem & Biol Chem, Kyoto 6158510, Japan
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2010年 / 49卷 / 29期
关键词：
annulation; asymmetric synthesis; nickel; nitrogen heterocycles; synthetic methods; DECARBONYLATIVE ADDITION; ASYMMETRIC CATALYSIS; ALKYNES; HETEROCYCLES; ANHYDRIDES; 1,2,3-BENZOTRIAZIN-4(3H)-ONES; TRANSANNULATION; CARBOAMINATION; INHIBITORS; INSERTION;
D O I：
10.1002/anie.201001918
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
(Figure Presented) Extrusion of N2:1,2,3,4-Benzothiatriazine1,1 (2H)-dioxides reacted with alienes in the presence of a nickel (0)/(R)-quinap complex to produce a variety of substituted 3,4-dihydro-1,2-benzothiazine1,1 (2H)-dioxides in a regio- and enantioselective fashion. An intermediate nickelacycle was generated through denitrogenative activation of the triazo moiety which allowed the intermolecular incorporation of an aliene group. quinap = 1-(2diphenylphosphino-1-naphthyl)isoquinoline. © 2010 Wiley-VCH Verlag GmbH & Co. KCaA, Weinheirn.
引用
收藏
页码：4955 / 4957
页数：3
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