Hydroalkylation of styrenes with benzylamines by potassium hydride

A method for the synthesis of 1,3-diarylpropylamines through hydroalkylation of styrenes with benzylamines by potassium hydride has been developed. The protocol is initiated by solvothermal treatment of benzylamines with KH at 100 °C to generate deprotonated anionic species, which undergo selective...

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Main Authors: Pang, Jia Hao, Wang, Bin, Watanabe, Kohei, Takita, Ryo, 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/10356/154827
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-1548272023-02-28T19:58:24Z Hydroalkylation of styrenes with benzylamines by potassium hydride Pang, Jia Hao Wang, Bin Watanabe, Kohei Takita, Ryo Chiba, Shunsuke School of Physical and Mathematical Sciences Science::Chemistry Alkylation Arylalkenes A method for the synthesis of 1,3-diarylpropylamines through hydroalkylation of styrenes with benzylamines by potassium hydride has been developed. The protocol is initiated by solvothermal treatment of benzylamines with KH at 100 °C to generate deprotonated anionic species, which undergo selective C-alkylation with arylalkenes at 0 °C to ambient temperature to afford 1,3-diarylpropylamines as the major product. Ministry of Education (MOE) Nanyang Technological University Accepted version This work was financially supported by Nanyang Technological University (NTU) and the Singapore Ministry of Education (Academic Research Fund Tier 2: MOE2019-T2-1-089) for S.C. as well as JSPS KAKENHI grant JP19 K06992, and the Naito Foundation for R. T. 2022-01-12T05:17:55Z 2022-01-12T05:17:55Z 2021 Journal Article Pang, J. H., Wang, B., Watanabe, K., Takita, R. & Chiba, S. (2021). Hydroalkylation of styrenes with benzylamines by potassium hydride. Helvetica Chimica Acta, 104(10), e2100120-. https://dx.doi.org/10.1002/hlca.202100120 1522-2675 https://hdl.handle.net/10356/154827 10.1002/hlca.202100120 2-s2.0-85115297946 10 104 e2100120 en MOE2019-T2-1-089 Helvetica Chimica Acta © 2021 Wiley-VHCA AG. All rights reserved. This paper was published in Helvetica Chimica Acta and is made available with permission of Wiley-VHCA AG. 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
Alkylation
Arylalkenes
spellingShingle Science::Chemistry
Alkylation
Arylalkenes
Pang, Jia Hao
Wang, Bin
Watanabe, Kohei
Takita, Ryo
Chiba, Shunsuke
Hydroalkylation of styrenes with benzylamines by potassium hydride
description A method for the synthesis of 1,3-diarylpropylamines through hydroalkylation of styrenes with benzylamines by potassium hydride has been developed. The protocol is initiated by solvothermal treatment of benzylamines with KH at 100 °C to generate deprotonated anionic species, which undergo selective C-alkylation with arylalkenes at 0 °C to ambient temperature to afford 1,3-diarylpropylamines as the major product.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Pang, Jia Hao
Wang, Bin
Watanabe, Kohei
Takita, Ryo
Chiba, Shunsuke
format Article
author Pang, Jia Hao
Wang, Bin
Watanabe, Kohei
Takita, Ryo
Chiba, Shunsuke
author_sort Pang, Jia Hao
title Hydroalkylation of styrenes with benzylamines by potassium hydride
title_short Hydroalkylation of styrenes with benzylamines by potassium hydride
title_full Hydroalkylation of styrenes with benzylamines by potassium hydride
title_fullStr Hydroalkylation of styrenes with benzylamines by potassium hydride
title_full_unstemmed Hydroalkylation of styrenes with benzylamines by potassium hydride
title_sort hydroalkylation of styrenes with benzylamines by potassium hydride
publishDate 2022
url https://hdl.handle.net/10356/154827
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