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

Research output: Journal Publications and Reviews › RGC 21 - Publication in refereed journal › peer-review

15 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
Journal	Organic Chemistry Frontiers
Volume	3
Issue number	5
DOIs	https://doi.org/10.1039/c6qo00053c
Publication status	Published - 1 May 2016
Externally published	Yes

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

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.",

author = "Xingao Peng and Atsushi Kaga and Hajime Hirao and Shunsuke Chiba",

year = "2016",

month = may,

day = "1",

doi = "10.1039/c6qo00053c",

language = "English",

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pages = "609--613",

journal = "Organic Chemistry Frontiers",

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publisher = "Royal Society of Chemistry",

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TY - JOUR

T1 - Hydroamination of alkenyl

T2 - N -arylhydrazones mediated by t -BuOK for the synthesis of nitrogen heterocycles

AU - Peng, Xingao

AU - Kaga, Atsushi

AU - Hirao, Hajime

AU - Chiba, Shunsuke

PY - 2016/5/1

Y1 - 2016/5/1

N2 - 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.

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.

UR - https://www.scopus.com/pages/publications/84973345055

UR - https://www.scopus.com/record/pubmetrics.uri?eid=2-s2.0-84973345055&origin=recordpage

U2 - 10.1039/c6qo00053c

DO - 10.1039/c6qo00053c

M3 - RGC 21 - Publication in refereed journal

SN - 2052-4110

VL - 3

SP - 609

EP - 613

JO - Organic Chemistry Frontiers

JF - Organic Chemistry Frontiers

IS - 5

ER -

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

Abstract

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