Enantioselective synthesis of 3,4-dihydroisoquinolin-1(2H)-ones by nickel-catalyzed denitrogenative annulation of 1,2,3-benzotriazin-4(3H)-ones with allenes

Motoshi Yamauchi; Masao Morimoto; Tomoya Miura; Masahiro Murakami

doi:10.1021/ja909603j

Enantioselective synthesis of 3,4-dihydroisoquinolin-1(2H)-ones by nickel-catalyzed denitrogenative annulation of 1,2,3-benzotriazin-4(3H)-ones with allenes

Motoshi Yamauchi, Masao Morimoto, Tomoya Miura, Masahiro Murakami

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

106 Citations (Scopus)

Abstract

(Chemical Equation Presented) A denitrogenative annulation reaction of 1,2,3-benzotriazin-4(3H)-ones with allenes catalyzed by a nickel-phosphine complex to produce a variety of substituted 3,4-dihydroisoquinolin-1(2H)-ones in a regioselective manner is described. A highly enantioselective version, as well as structural evidence for the mechanistic course of this reaction, is also presented.

Original language	English
Pages (from-to)	54-55
Number of pages	2
Journal	Journal of the American Chemical Society
Volume	132
Issue number	1
DOIs	https://doi.org/10.1021/ja909603j
Publication status	Published - Jan 13 2010
Externally published	Yes

ASJC Scopus subject areas

Catalysis
Chemistry(all)
Biochemistry
Colloid and Surface Chemistry

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abstract = "(Chemical Equation Presented) A denitrogenative annulation reaction of 1,2,3-benzotriazin-4(3H)-ones with allenes catalyzed by a nickel-phosphine complex to produce a variety of substituted 3,4-dihydroisoquinolin-1(2H)-ones in a regioselective manner is described. A highly enantioselective version, as well as structural evidence for the mechanistic course of this reaction, is also presented.",

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AU - Yamauchi, Motoshi

AU - Morimoto, Masao

AU - Miura, Tomoya

AU - Murakami, Masahiro

PY - 2010/1/13

Y1 - 2010/1/13

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AB - (Chemical Equation Presented) A denitrogenative annulation reaction of 1,2,3-benzotriazin-4(3H)-ones with allenes catalyzed by a nickel-phosphine complex to produce a variety of substituted 3,4-dihydroisoquinolin-1(2H)-ones in a regioselective manner is described. A highly enantioselective version, as well as structural evidence for the mechanistic course of this reaction, is also presented.

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Enantioselective synthesis of 3,4-dihydroisoquinolin-1(2H)-ones by nickel-catalyzed denitrogenative annulation of 1,2,3-benzotriazin-4(3H)-ones with allenes

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