Photo-Cross-Coupling Reaction of Electron-Rich Aryl Chlorides and Aryl Esters with Alkynes: A Metal-Free Alkynylation

Photo-Cross-Coupling Reaction of Electron-Rich Aryl Chlorides and Aryl Esters with Alkynes: A Metal-Free Alkynylation

Photoheterolysis of aryl halides substituted with electron‐donating groups (EDGs) or aryl esters in 2,2,2‐trifluoroethanol (TFE) leads to phenyl cations, which can add to alkynes (see scheme, Tf=trifluoromethanesulfonyl). This reaction is an appealing metal‐free alternative to the (sila)‐Sonogashira...

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Bibliographic Details
Published in:Angewandte Chemie International Edition Vol. 44; no. 35; pp. 5675 - 5678
Main Authors: Protti, Stefano, Fagnoni, Maurizio, Albini, Angelo
Format: Journal Article
Language:English
Published: Weinheim WILEY-VCH Verlag 05-09-2005
WILEY‐VCH Verlag
Subjects:
alkynes
aryl cations
arylation
cross-coupling
photochemistry
Online Access:Get full text
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Summary:Photoheterolysis of aryl halides substituted with electron‐donating groups (EDGs) or aryl esters in 2,2,2‐trifluoroethanol (TFE) leads to phenyl cations, which can add to alkynes (see scheme, Tf=trifluoromethanesulfonyl). This reaction is an appealing metal‐free alternative to the (sila)‐Sonogashira reaction.
Bibliography:ark:/67375/WNG-WN8JWPT9-F
ArticleID:ANIE200501541
istex:AD2C8D2248E929F293AD876F46432E63631C2456
Partial support of this work by Murst, Rome, is gratefully acknowledged.
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200501541