Synthesis of 1(2H)-isoquinolones by the nickel-catalyzed denitrogenative alkyne insertion of 1,2,3-benzotriazin-4(3H)-ones

Tomoya Miura; Motoshi Yamauchi; Masahiro Murakami

doi:10.1021/ol8010826

Synthesis of 1(2H)-isoquinolones by the nickel-catalyzed denitrogenative alkyne insertion of 1,2,3-benzotriazin-4(3H)-ones

Tomoya Miura, Motoshi Yamauchi, Masahiro Murakami

Research output: Contribution to journal › Article › peer-review

132 Citations (Scopus)

Abstract

(Chemical Equation Presented) 1,2,3-Benzotriazin-4(3H)-ones reacted with internal and terminal alkynes in the presence of a nickel(0)/phosphine catalyst to give a wide range of substituted 1(2H)-isoquinolones in high yield. The reaction proceeded through denitrogenative activation of the triazinone moiety and the following insertion of alkynes.

Original language	English
Pages (from-to)	3085-3088
Number of pages	4
Journal	Organic Letters
Volume	10
Issue number	14
DOIs	https://doi.org/10.1021/ol8010826
Publication status	Published - 2008
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol8010826

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abstract = "(Chemical Equation Presented) 1,2,3-Benzotriazin-4(3H)-ones reacted with internal and terminal alkynes in the presence of a nickel(0)/phosphine catalyst to give a wide range of substituted 1(2H)-isoquinolones in high yield. The reaction proceeded through denitrogenative activation of the triazinone moiety and the following insertion of alkynes.",

author = "Tomoya Miura and Motoshi Yamauchi and Masahiro Murakami",

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T1 - Synthesis of 1(2H)-isoquinolones by the nickel-catalyzed denitrogenative alkyne insertion of 1,2,3-benzotriazin-4(3H)-ones

AU - Miura, Tomoya

AU - Yamauchi, Motoshi

AU - Murakami, Masahiro

PY - 2008

Y1 - 2008

N2 - (Chemical Equation Presented) 1,2,3-Benzotriazin-4(3H)-ones reacted with internal and terminal alkynes in the presence of a nickel(0)/phosphine catalyst to give a wide range of substituted 1(2H)-isoquinolones in high yield. The reaction proceeded through denitrogenative activation of the triazinone moiety and the following insertion of alkynes.

AB - (Chemical Equation Presented) 1,2,3-Benzotriazin-4(3H)-ones reacted with internal and terminal alkynes in the presence of a nickel(0)/phosphine catalyst to give a wide range of substituted 1(2H)-isoquinolones in high yield. The reaction proceeded through denitrogenative activation of the triazinone moiety and the following insertion of alkynes.

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Synthesis of 1(2H)-isoquinolones by the nickel-catalyzed denitrogenative alkyne insertion of 1,2,3-benzotriazin-4(3H)-ones

Abstract

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