Rhodium( <scp>iii</scp> )-catalyzed oxidative [3+2] annulation of arylboron reagents and 7-azabenzonorbornadienes <i>via</i> transmetalation-initiated C–H activation

Rh(III)-catalyzed oxidative [3+2] annulation between arylboron reagents and azabicyclic olefins is presented. This system offers an effective example of transmetalation-promoted C-H activation using easily available arylboron reagents, which provides a series of <i>cis</i>-fused dihydrocarbazoles <i>via</i> both <i>ipso</i> and <i>ortho</i> functionalization of the arylboron reagents. Importantly, this annulation reaction circumvents the reliance on a directing group in the arene ring.

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Publication Details

Journal
Chemical Communications
Published
2025-01-01
DOI
https://doi.org/10.1039/d5cc02745d
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

Rhodium( iii )-catalyzed oxidative [3+2] annulation of arylboron reagents and 7-azabenzonorbornadienes via transmetalation-initiated C–H activation

Ruijie Mi, Shunle Hu, Xingwei Li, Xuejing Yao et al.
Chemical Communications
Catalytic C–H Functionalization Methods
article

Rhodium( iii )-catalyzed oxidative [3+2] annulation of arylboron reagents and 7-azabenzonorbornadienes via transmetalation-initiated C–H activation

Ruijie Mi, Shunle Hu, Xingwei Li, Xuejing Yao, Lijuan Jv
article en

Abstract

Rh(III)-catalyzed oxidative [3+2] annulation between arylboron reagents and azabicyclic olefins is presented. This system offers an effective example of transmetalation-promoted C-H activation using easily available arylboron reagents, which provides a series of <i>cis</i>-fused dihydrocarbazoles <i>via</i> both <i>ipso</i> and <i>ortho</i> functionalization of the arylboron reagents. Importantly, this annulation reaction circumvents the reliance on a directing group in the arene ring.

Chemical CommunicationsVol. 61(60)
Institut des Sciences Moléculaires (FR)
Clean water and sanitation
Openalex Percentile: Top 89%
Catalytic C–H Functionalization Methods
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