Synthesis of Indenones through Rhodium(III)-catalyzed [3+2] Annulation Utilizing a Recyclable Carbazolyl Leaving Group

The rhodium(III)-catalyzed annulative coupling of 9-benzoylcarbazoles with internal alkynes proceeds efficiently through ortho C-H and C-N bond cleavages. This reaction provides direct access to variously substituted indanone derivatives. The carbazolyl leaving group can be readily recovered and reu...

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Bibliographic Details
Published inChemistry letters Vol. 50; no. 4; pp. 585 - 588
Main Authors Ochiai, Shiho, Sakai, Asumi, Usuki, Yoshinosuke, Kang, Bubwoong, Shinada, Tetsuro, Satoh, Tetsuya
Format Journal Article
LanguageEnglish
Published TOKYO Chemical Soc Japan 2021
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
ACTIVATION
ALKYNES
DIRECTING GROUPS
FUNCTIONALIZATION
ALKENES
BENZAMIDES
Rhodium catalyst
LIGANDS
POLYKETIDES
BOND
Annulation
C-H bond cleavage
C-H
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Summary:The rhodium(III)-catalyzed annulative coupling of 9-benzoylcarbazoles with internal alkynes proceeds efficiently through ortho C-H and C-N bond cleavages. This reaction provides direct access to variously substituted indanone derivatives. The carbazolyl leaving group can be readily recovered and reused for preparing the starting materials.
Bibliography:KAKEN
ISSN:0366-7022
1348-0715
DOI:10.1246/cl.200884