Catalyst-Free Synthesis of 1,5-Benzodiazepines by Cyclocondensation of β,γ-Unsaturated Ketones with o-Phenylenediamine

碩士 === 淡江大學 === 化學學系碩士班 === 102 === The benzodiazepines have attracted much attentions as pharmacophoric scaffold of heterocycles with a wide range of biological applications. These compounds are served as potentially biological compound with antianxiety, anti-depress, anti-inflammatory, anti-viral,...

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Main Authors: Yen-Ruei Zhu, 朱彥睿
Other Authors: 李世元
Format: Others
Language:zh-TW
Published: 2014
Online Access:http://ndltd.ncl.edu.tw/handle/5a793c
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spelling ndltd-TW-102TKU050650722019-05-15T21:42:45Z http://ndltd.ncl.edu.tw/handle/5a793c Catalyst-Free Synthesis of 1,5-Benzodiazepines by Cyclocondensation of β,γ-Unsaturated Ketones with o-Phenylenediamine 無催化劑條件下以β,γ-不飽和酮與鄰苯二胺環化合成1,5-苯二氮䓬類 Yen-Ruei Zhu 朱彥睿 碩士 淡江大學 化學學系碩士班 102 The benzodiazepines have attracted much attentions as pharmacophoric scaffold of heterocycles with a wide range of biological applications. These compounds are served as potentially biological compound with antianxiety, anti-depress, anti-inflammatory, anti-viral, anti-HIVand anti-microbial activities.Many synthetic methods for benzodiazepines have been reported,and mostly with the introduction of catalyst. We developed a novel catalyst-free method synthetic of 1,5-benzodiazepines which was obtained under sonochemical Barbier-type reaction conditions. A reation mixture of activated magnesium powder, allyl bromide and aldehyde was sonicated to genterate allyl alcohol, followed by treatment of PCC to oxidize the allyl alcohol to allyl ketone.The cyclocondensation reaction of allyl ketone with o-phenylenediamine can produce 1,5-Benzodiazepines. 李世元 2014 學位論文 ; thesis 89 zh-TW
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description 碩士 === 淡江大學 === 化學學系碩士班 === 102 === The benzodiazepines have attracted much attentions as pharmacophoric scaffold of heterocycles with a wide range of biological applications. These compounds are served as potentially biological compound with antianxiety, anti-depress, anti-inflammatory, anti-viral, anti-HIVand anti-microbial activities.Many synthetic methods for benzodiazepines have been reported,and mostly with the introduction of catalyst. We developed a novel catalyst-free method synthetic of 1,5-benzodiazepines which was obtained under sonochemical Barbier-type reaction conditions. A reation mixture of activated magnesium powder, allyl bromide and aldehyde was sonicated to genterate allyl alcohol, followed by treatment of PCC to oxidize the allyl alcohol to allyl ketone.The cyclocondensation reaction of allyl ketone with o-phenylenediamine can produce 1,5-Benzodiazepines.
author2 李世元
author_facet 李世元
Yen-Ruei Zhu
朱彥睿
author Yen-Ruei Zhu
朱彥睿
spellingShingle Yen-Ruei Zhu
朱彥睿
Catalyst-Free Synthesis of 1,5-Benzodiazepines by Cyclocondensation of β,γ-Unsaturated Ketones with o-Phenylenediamine
author_sort Yen-Ruei Zhu
title Catalyst-Free Synthesis of 1,5-Benzodiazepines by Cyclocondensation of β,γ-Unsaturated Ketones with o-Phenylenediamine
title_short Catalyst-Free Synthesis of 1,5-Benzodiazepines by Cyclocondensation of β,γ-Unsaturated Ketones with o-Phenylenediamine
title_full Catalyst-Free Synthesis of 1,5-Benzodiazepines by Cyclocondensation of β,γ-Unsaturated Ketones with o-Phenylenediamine
title_fullStr Catalyst-Free Synthesis of 1,5-Benzodiazepines by Cyclocondensation of β,γ-Unsaturated Ketones with o-Phenylenediamine
title_full_unstemmed Catalyst-Free Synthesis of 1,5-Benzodiazepines by Cyclocondensation of β,γ-Unsaturated Ketones with o-Phenylenediamine
title_sort catalyst-free synthesis of 1,5-benzodiazepines by cyclocondensation of β,γ-unsaturated ketones with o-phenylenediamine
publishDate 2014
url http://ndltd.ncl.edu.tw/handle/5a793c
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