SYNTHESIS OF 5-(2-THIENYL)-4,5-DIHYDROFURA NS AND 7-(2-THIENYL)-2,8-DIOXABICYCLO[3.3.0]OCT-3-ENES USING MANGANESE(III)-BASED CYCLIZATION

1-Aryl-1-(2-thienyl)ethenes react with 2,4-pentanedione or ethylacetoacetate in boiling acetic acid under the presence of manganese triacetate dihydrate affording new 4,5-dihydrofurans bearing a thienyl ring at the 5 position. On the other hand, these ethenes react with 3-acetyl-1-phenylpentane-1,4-...

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Main Authors: Huỳnh Thanh Trúc, Nguyễn Văn Hạ
Format: Article
Language:English
Published: Dalat University 2013-12-01
Series:Tạp chí Khoa học Đại học Đà Lạt
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Online Access:https://tckh.dlu.edu.vn/index.php/tckhdhdl/article/view/257
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author Huỳnh Thanh Trúc
Nguyễn Văn Hạ
author_facet Huỳnh Thanh Trúc
Nguyễn Văn Hạ
author_sort Huỳnh Thanh Trúc
collection DOAJ
description 1-Aryl-1-(2-thienyl)ethenes react with 2,4-pentanedione or ethylacetoacetate in boiling acetic acid under the presence of manganese triacetate dihydrate affording new 4,5-dihydrofurans bearing a thienyl ring at the 5 position. On the other hand, these ethenes react with 3-acetyl-1-phenylpentane-1,4-dione in a similar reaction leading to the formation of 7-(2-thienyl)-2,8-dioxabicyclo[3.3.0]oct-3-enes in high yields. The cis manner of fused bicyclic products is briefly discussed.
format Article
id doaj-art-14e5ae9e372e4b4d9fc74d30fa92c0c1
institution Kabale University
issn 0866-787X
language English
publishDate 2013-12-01
publisher Dalat University
record_format Article
series Tạp chí Khoa học Đại học Đà Lạt
spelling doaj-art-14e5ae9e372e4b4d9fc74d30fa92c0c12025-02-02T12:00:11ZengDalat UniversityTạp chí Khoa học Đại học Đà Lạt0866-787X2013-12-0133&410.37569/DalatUniversity.3.3&4.257(2013)SYNTHESIS OF 5-(2-THIENYL)-4,5-DIHYDROFURA NS AND 7-(2-THIENYL)-2,8-DIOXABICYCLO[3.3.0]OCT-3-ENES USING MANGANESE(III)-BASED CYCLIZATIONHuỳnh Thanh Trúc0Nguyễn Văn Hạ1Faculty of Chemistry, Dalat UniversityFaculty of Chemistry, Dalat University1-Aryl-1-(2-thienyl)ethenes react with 2,4-pentanedione or ethylacetoacetate in boiling acetic acid under the presence of manganese triacetate dihydrate affording new 4,5-dihydrofurans bearing a thienyl ring at the 5 position. On the other hand, these ethenes react with 3-acetyl-1-phenylpentane-1,4-dione in a similar reaction leading to the formation of 7-(2-thienyl)-2,8-dioxabicyclo[3.3.0]oct-3-enes in high yields. The cis manner of fused bicyclic products is briefly discussed.https://tckh.dlu.edu.vn/index.php/tckhdhdl/article/view/257Manganese(JII) acetateOxidative cycloadditioncis fused dual cyclization.
spellingShingle Huỳnh Thanh Trúc
Nguyễn Văn Hạ
SYNTHESIS OF 5-(2-THIENYL)-4,5-DIHYDROFURA NS AND 7-(2-THIENYL)-2,8-DIOXABICYCLO[3.3.0]OCT-3-ENES USING MANGANESE(III)-BASED CYCLIZATION
Tạp chí Khoa học Đại học Đà Lạt
Manganese(JII) acetate
Oxidative cycloaddition
cis fused dual cyclization.
title SYNTHESIS OF 5-(2-THIENYL)-4,5-DIHYDROFURA NS AND 7-(2-THIENYL)-2,8-DIOXABICYCLO[3.3.0]OCT-3-ENES USING MANGANESE(III)-BASED CYCLIZATION
title_full SYNTHESIS OF 5-(2-THIENYL)-4,5-DIHYDROFURA NS AND 7-(2-THIENYL)-2,8-DIOXABICYCLO[3.3.0]OCT-3-ENES USING MANGANESE(III)-BASED CYCLIZATION
title_fullStr SYNTHESIS OF 5-(2-THIENYL)-4,5-DIHYDROFURA NS AND 7-(2-THIENYL)-2,8-DIOXABICYCLO[3.3.0]OCT-3-ENES USING MANGANESE(III)-BASED CYCLIZATION
title_full_unstemmed SYNTHESIS OF 5-(2-THIENYL)-4,5-DIHYDROFURA NS AND 7-(2-THIENYL)-2,8-DIOXABICYCLO[3.3.0]OCT-3-ENES USING MANGANESE(III)-BASED CYCLIZATION
title_short SYNTHESIS OF 5-(2-THIENYL)-4,5-DIHYDROFURA NS AND 7-(2-THIENYL)-2,8-DIOXABICYCLO[3.3.0]OCT-3-ENES USING MANGANESE(III)-BASED CYCLIZATION
title_sort synthesis of 5 2 thienyl 4 5 dihydrofura ns and 7 2 thienyl 2 8 dioxabicyclo 3 3 0 oct 3 enes using manganese iii based cyclization
topic Manganese(JII) acetate
Oxidative cycloaddition
cis fused dual cyclization.
url https://tckh.dlu.edu.vn/index.php/tckhdhdl/article/view/257
work_keys_str_mv AT huynhthanhtruc synthesisof52thienyl45dihydrofuransand72thienyl28dioxabicyclo330oct3enesusingmanganeseiiibasedcyclization
AT nguyenvanha synthesisof52thienyl45dihydrofuransand72thienyl28dioxabicyclo330oct3enesusingmanganeseiiibasedcyclization