Allylbenzimidazole as a strategic surrogate in Rh-catalyzed stereoselective -propenylation of aryl C(sp)-H bond

A Rh-catalyzed C(sp 2 )-H propenylation has been reported by taking N -allyl benzimidazole as an allylamine congener. This transformation has been observed for the first time, where a tandem process of C-H allylation followed by alkene isomerization delivers a highly stereoselective trans -propenyla...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2022-12, Vol.59 (2), p.199-22
Hauptverfasser: Biswal, Pragati, Nanda, Tanmayee, Banjare, Shyam Kumar, Mohanty, Smruti Ranjan, Mishra, Ranjit, Ravikumar, Ponneri C
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Zusammenfassung:A Rh-catalyzed C(sp 2 )-H propenylation has been reported by taking N -allyl benzimidazole as an allylamine congener. This transformation has been observed for the first time, where a tandem process of C-H allylation followed by alkene isomerization delivers a highly stereoselective trans -propenylated product. Detailed mechanistic studies including the characterization of rhodacycle-intermediates have been conducted to understand the mechanism. A Rh-catalyzed C(sp 2 )-H propenylation has been reported by using N -allyl benzimidazole as an allylamine congener.
ISSN:1359-7345
1364-548X
DOI:10.1039/d2cc06048e