Bi(OTf)3‐Mediated (4+1) Annulation of α‐Sulfonyl o‐Hydroxyacetophenones with α‐Hydroxy Arylketones to Access Sulfonyl 2‐Aroylbenzofurans

In this paper, a high‐yield, facile route for the scalable synthesis of sulfonyl 2‐aroylbenzofurans via a Bi(OTf)3‐mediated intermolecular double cyclocondensation of α‐sulfonyl o‐hydroxyacetophenones with substituted α‐hydroxy arylketones under mild open‐vessel reaction conditions is described. In...

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Published inAdvanced synthesis & catalysis Vol. 363; no. 10; pp. 2594 - 2609
Main Authors Chang, Meng‐Yang, Chen, Kuan‐Ting
Format Journal Article
LanguageEnglish
Published WEINHEIM Wiley 18.05.2021
Wiley Subscription Services, Inc
Subjects
(4+1) Annulation
2-Aroylbenzofurans
Chemical reactions
Chemistry
Chemistry, Applied
Chemistry, Organic
Double Cyclocondensation
o-Hydroxyacetophenones
Organic chemistry
Physical Sciences
Science & Technology
α-Hydroxy Arylketones
alpha-Hydroxy Arylketones
Double Cyclocondensation
2-Aroylbenzofurans
(4+1) Annulation
o-Hydroxyacetophenones
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Summary:In this paper, a high‐yield, facile route for the scalable synthesis of sulfonyl 2‐aroylbenzofurans via a Bi(OTf)3‐mediated intermolecular double cyclocondensation of α‐sulfonyl o‐hydroxyacetophenones with substituted α‐hydroxy arylketones under mild open‐vessel reaction conditions is described. In the overall reaction, water is generated as the only byproduct. Various metal triflate‐promoted reactions and conditions are investigated for the efficient one‐pot (4+1) annulation reaction.
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ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.202100143