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

Miura Tomoya | Zendy; Yamauchi Motoshi | Zendy; Kosaka Akira | Zendy; Murakami Masahiro | Zendy

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

Author(s) -

Miura Tomoya,

Yamauchi Motoshi,

Kosaka Akira,

Murakami Masahiro

Publication year - 2010

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201001918

Subject(s) - enantioselective synthesis , isoquinoline , allene , chemistry , moiety , annulation , nickel , stereochemistry , catalysis , intermolecular force , combinatorial chemistry , medicinal chemistry , organic chemistry , molecule

Extrusion of N 2 : 1,2,3,4‐Benzothiatriazine‐1,1(2 H )‐dioxides reacted with allenes in the presence of a nickel(0)/( R )‐quinap complex to produce a variety of substituted 3,4‐dihydro‐1,2‐benzothiazine‐1,1(2 H )‐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 allene group. quinap=1‐(2‐diphenylphosphino‐1‐naphthyl)isoquinoline.

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