Journal
CHEMICAL COMMUNICATIONS
Volume 59, Issue 2, Pages 199-202Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d2cc06048e
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Funding
- NISER
- Department of Atomic Energy (DAE)
- Council for Scientific and Industrial Research (CSIR), New Delhi [02(0256)/16/EMR II]
- Science and Engineering Research Board (SERB), New Delhi [EMRII/2017/001475]
- DST INSPIRE
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This article reports a novel reaction method for the highly stereoselective C(sp(2))-H propenylation using N-allyl benzimidazole as a catalyst. Detailed mechanistic studies were conducted to understand the reaction mechanism.
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.
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