Selective Syntheses of Coumarin and Benzofuran Derivatives Using Phenols and α-Methoxy-β-ketoesters

Selective syntheses of coumarin and benzofuran derivatives were achieved via HClO4-mediated intermolecular annulation using phenols and α-methoxy-β-ketoesters. Coumarins are formed under dehydrated conditions, whereas benzofurans are formed in the presence of water. In the synthetic process of benzo...

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Main Authors: Ryo Miyata, Takashi Shigeta, Shigenori Kumazawa, Masahiro Egi
Format: Article
Language:English
Published: Georg Thieme Verlag KG 2023-01-01
Series:SynOpen
Subjects:
Online Access:http://www.thieme-connect.de/DOI/DOI?10.1055/s-0042-1751408
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author Ryo Miyata
Takashi Shigeta
Shigenori Kumazawa
Masahiro Egi
author_facet Ryo Miyata
Takashi Shigeta
Shigenori Kumazawa
Masahiro Egi
author_sort Ryo Miyata
collection DOAJ
description Selective syntheses of coumarin and benzofuran derivatives were achieved via HClO4-mediated intermolecular annulation using phenols and α-methoxy-β-ketoesters. Coumarins are formed under dehydrated conditions, whereas benzofurans are formed in the presence of water. In the synthetic process of benzofurans, α-methoxy-β-ketoesters are converted into α-methoxyacetophenones, and the methoxy group is an important element in the intermolecular annulation.
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spelling doaj.art-1866b928fd03443ea827ceb3fac0f2b22023-01-26T23:49:12ZengGeorg Thieme Verlag KGSynOpen2509-93962023-01-01070181610.1055/s-0042-1751408Selective Syntheses of Coumarin and Benzofuran Derivatives Using Phenols and α-Methoxy-β-ketoestersRyo MiyataTakashi ShigetaShigenori KumazawaMasahiro EgiSelective syntheses of coumarin and benzofuran derivatives were achieved via HClO4-mediated intermolecular annulation using phenols and α-methoxy-β-ketoesters. Coumarins are formed under dehydrated conditions, whereas benzofurans are formed in the presence of water. In the synthetic process of benzofurans, α-methoxy-β-ketoesters are converted into α-methoxyacetophenones, and the methoxy group is an important element in the intermolecular annulation.http://www.thieme-connect.de/DOI/DOI?10.1055/s-0042-1751408coumarinbenzofuranselective synthesesphenolα-methoxy-β-ketoesterα-methoxyacetophenone
spellingShingle Ryo Miyata
Takashi Shigeta
Shigenori Kumazawa
Masahiro Egi
Selective Syntheses of Coumarin and Benzofuran Derivatives Using Phenols and α-Methoxy-β-ketoesters
SynOpen
coumarin
benzofuran
selective syntheses
phenol
α-methoxy-β-ketoester
α-methoxyacetophenone
title Selective Syntheses of Coumarin and Benzofuran Derivatives Using Phenols and α-Methoxy-β-ketoesters
title_full Selective Syntheses of Coumarin and Benzofuran Derivatives Using Phenols and α-Methoxy-β-ketoesters
title_fullStr Selective Syntheses of Coumarin and Benzofuran Derivatives Using Phenols and α-Methoxy-β-ketoesters
title_full_unstemmed Selective Syntheses of Coumarin and Benzofuran Derivatives Using Phenols and α-Methoxy-β-ketoesters
title_short Selective Syntheses of Coumarin and Benzofuran Derivatives Using Phenols and α-Methoxy-β-ketoesters
title_sort selective syntheses of coumarin and benzofuran derivatives using phenols and α methoxy β ketoesters
topic coumarin
benzofuran
selective syntheses
phenol
α-methoxy-β-ketoester
α-methoxyacetophenone
url http://www.thieme-connect.de/DOI/DOI?10.1055/s-0042-1751408
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AT shigenorikumazawa selectivesynthesesofcoumarinandbenzofuranderivativesusingphenolsandamethoxybketoesters
AT masahiroegi selectivesynthesesofcoumarinandbenzofuranderivativesusingphenolsandamethoxybketoesters