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

被引：99

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.

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页码：4955 / 4957

页数：3

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