Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 81, Issue 23, Pages 12023-12030Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.6b02294
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Funding
- Rutgers University
- NSF-MRI grant [CHE-1229030]
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Palladium-catalyzed decarbonylative Heck reaction of amides by chemoselective N-C activation using N-acylsaccharins as coupling partners has been accomplished. These studies represent only the second example of amide Heck reactions reported to date. A broad range of electronically diverse amide and olefin coupling partners is amenable to this transformation. Orthogonal site-selective Heck cross couplings by C-Br/N-C cleavage and mechanistic studies are reported. This report introduces readily available, bench-stable, access versatile aryl-metal intermediates. cheap, and benign N-acylsaccharins as aryl transfer reagents to access versatile aryl-metal intermediates.
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