Synthesis of Functionalized Benzopyran/Coumarin-Derived Aryne Precursors and Their Applications

An efficient synthetic method of benzopyran derivatives involving coumarins is disclosed. Gold-catalyzed benzopyran formation and subsequent aryne reactions enabled us to prepare a wide range of benzopyran derivatives by virtue of their good functional group tolerance and versatile transformability...

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Bibliographic Details
Published inOrganic letters Vol. 22; no. 21; pp. 8505 - 8510
Main Authors Nakamura, Yu, Sakata, Yuki, Hosoya, Takamitsu, Yoshida, Suguru
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 06.11.2020
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
DIVERSITY-ORIENTED SYNTHESIS
PRIVILEGED STRUCTURES
SOLID-PHASE SYNTHESIS
ONE-POT SYNTHESIS
COMBINATORIAL SYNTHESIS
DIELS-ALDER REACTION
CARBON-CARBON
GENERATION
CATALYZED INTRAMOLECULAR HYDROARYLATION
FACILE
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Summary:An efficient synthetic method of benzopyran derivatives involving coumarins is disclosed. Gold-catalyzed benzopyran formation and subsequent aryne reactions enabled us to prepare a wide range of benzopyran derivatives by virtue of their good functional group tolerance and versatile transformability of aryne intermediates. The synthetic utility was showcased by a diarylnaphthopyran synthesis through this method and consecutive cross-coupling reactions.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
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ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.0c03106