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

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 b...

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Main Authors: Peng, Xingao, Kaga, Atsushi, Hirao, Hajime, Chiba, Shunsuke
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2022
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Online Access:https://hdl.handle.net/10356/154865
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-1548652023-02-28T19:59:12Z Hydroamination of alkenyl N-arylhydrazones mediated by t-BuOK for the synthesis of nitrogen heterocycles Peng, Xingao Kaga, Atsushi Hirao, Hajime Chiba, Shunsuke School of Physical and Mathematical Sciences Science::Chemistry Alkenyl Density Functional Theory Calculations 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. Ministry of Education (MOE) Nanyang Technological University Accepted version This work was supported by funding from Nanyang Technological University (NTU) and the Singapore Ministry of Education (Academic Research Fund Tier 2: MOE2012-T2-1- 014). 2022-01-17T02:50:20Z 2022-01-17T02:50:20Z 2016 Journal Article Peng, X., Kaga, A., Hirao, H. & Chiba, S. (2016). Hydroamination of alkenyl N-arylhydrazones mediated by t-BuOK for the synthesis of nitrogen heterocycles. Organic Chemistry Frontiers, 3(5), 609-613. https://dx.doi.org/10.1039/c6qo00053c 2052-4129 https://hdl.handle.net/10356/154865 10.1039/c6qo00053c 2-s2.0-84973345055 5 3 609 613 en MOE2012-T2-1-014 Organic Chemistry Frontiers © 2016 The Partner Organisations. All rights reserved. This paper was published by Royal Society of Chemistry in Organic Chemistry Frontiers and is made available with permission of The Partner Organisations. application/pdf
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
topic Science::Chemistry
Alkenyl
Density Functional Theory Calculations
spellingShingle Science::Chemistry
Alkenyl
Density Functional Theory Calculations
Peng, Xingao
Kaga, Atsushi
Hirao, Hajime
Chiba, Shunsuke
Hydroamination of alkenyl N-arylhydrazones mediated by t-BuOK for the synthesis of nitrogen heterocycles
description 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.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Peng, Xingao
Kaga, Atsushi
Hirao, Hajime
Chiba, Shunsuke
format Article
author Peng, Xingao
Kaga, Atsushi
Hirao, Hajime
Chiba, Shunsuke
author_sort Peng, Xingao
title Hydroamination of alkenyl N-arylhydrazones mediated by t-BuOK for the synthesis of nitrogen heterocycles
title_short Hydroamination of alkenyl N-arylhydrazones mediated by t-BuOK for the synthesis of nitrogen heterocycles
title_full Hydroamination of alkenyl N-arylhydrazones mediated by t-BuOK for the synthesis of nitrogen heterocycles
title_fullStr Hydroamination of alkenyl N-arylhydrazones mediated by t-BuOK for the synthesis of nitrogen heterocycles
title_full_unstemmed Hydroamination of alkenyl N-arylhydrazones mediated by t-BuOK for the synthesis of nitrogen heterocycles
title_sort hydroamination of alkenyl n-arylhydrazones mediated by t-buok for the synthesis of nitrogen heterocycles
publishDate 2022
url https://hdl.handle.net/10356/154865
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