Hydroamination of alkenyl: N -arylhydrazones mediated by t -BuOK for the synthesis of nitrogen heterocycles

Xingao Peng; Atsushi Kaga; Hajime Hirao; Shunsuke Chiba

doi:10.1039/c6qo00053c

Hydroamination of alkenyl: N -arylhydrazones mediated by t -BuOK for the synthesis of nitrogen heterocycles

Xingao Peng, Atsushi Kaga, Hajime Hirao^*, Shunsuke Chiba

^*Corresponding author for this work

Nanyang Technological University

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

14 Citations (Scopus)

Abstract

The t-BuOK-mediated reactions of γ,δ-alkenyl N-arylhydrazones enabled intramolecular hydroamination with the outer nitrogen, affording tetrahydropyridazine derivatives. DFT calculations demonstrated a clear distinction in the chemical reactivity between hydrazones and analogous oximes in inorganic base-mediated hydroamination.

Original language	English
Pages (from-to)	609-613
Number of pages	5
Journal	Organic Chemistry Frontiers
Volume	3
Issue number	5
DOIs	https://doi.org/10.1039/c6qo00053c
Publication status	Published - May 2016
Externally published	Yes

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Publisher Copyright:
© This journal is the Partner Organisations 2016.

ASJC Scopus Subject Areas

Organic Chemistry

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10.1039/c6qo00053c

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abstract = "The t-BuOK-mediated reactions of γ,δ-alkenyl N-arylhydrazones enabled intramolecular hydroamination with the outer nitrogen, affording tetrahydropyridazine derivatives. DFT calculations demonstrated a clear distinction in the chemical reactivity between hydrazones and analogous oximes in inorganic base-mediated hydroamination.",

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AU - Hirao, Hajime

AU - Chiba, Shunsuke

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AB - The t-BuOK-mediated reactions of γ,δ-alkenyl N-arylhydrazones enabled intramolecular hydroamination with the outer nitrogen, affording tetrahydropyridazine derivatives. DFT calculations demonstrated a clear distinction in the chemical reactivity between hydrazones and analogous oximes in inorganic base-mediated hydroamination.

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Hydroamination of alkenyl: N -arylhydrazones mediated by t -BuOK for the synthesis of nitrogen heterocycles

Abstract

Bibliographical note

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