The construction of phosphonate triazolyl by copper()-catalyzed furan dearomatized [3 + 2] cycloaddition

Triazole phosphonates are valuable structural motifs in chemical biology and the subject of growing recent interest. A novel methodology to synthesize triazolyl phosphonates starting from furfuryl phosphonate alcohols and organo-azides was developed. This method involved an intermolecular copper-cat...

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Published inOrganic & biomolecular chemistry Vol. 2; no. 32; pp. 6319 - 6323
Main Authors Wahab, Abdul, Gao, Ziwei, Gou, Jing, Yu, Binxun
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 17.08.2022
Royal Society of Chemistry
Subjects
Alcohols
Cascade chemical reactions
Chemistry
Chemistry, Organic
Copper
Cycloaddition
Phosphonates
Physical Sciences
Ring opening
Science & Technology
Triazoles
AZIDES
ALKYNES
ANALOGS
CLICK CHEMISTRY
INDOLES
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Summary:Triazole phosphonates are valuable structural motifs in chemical biology and the subject of growing recent interest. A novel methodology to synthesize triazolyl phosphonates starting from furfuryl phosphonate alcohols and organo-azides was developed. This method involved an intermolecular copper-catalyzed dearomatized [3 + 2] cycloaddition/furan ring-opening cascade reaction. A strategy involving a three-component reaction was realized for quick access to triazole phosphonates. Synthesis of triazolyl phosphonates, valuable structural motifs in chemical biology, starting from furfuryl phosphonate alcohols and organo-azides, using an intermolecular copper-catalyzed dearomatized [3 + 2] cycloaddition/furan ring-opening cascade reaction.
Bibliography:https://doi.org/10.1039/d2ob01060g
Electronic supplementary information (ESI) available. See DOI
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 14
ISSN:1477-0520
1477-0539
DOI:10.1039/d2ob01060g