Journal
ORGANIC LETTERS
Volume 19, Issue 13, Pages 3596-3599Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b01575
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Funding
- Rutgers University
- NSF-MRI [CHE-1229030]
- Wroclaw Center for Networking and Supercomputing [WCSS159]
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The formation of C-C bonds from amides by catalytic activation of the amide bond has been thus far possible by steric distortion. Herein, we report the first example of a general Pd-catalyzed Suzuki-Miyaura cross-coupling of planar amides enabled by the combination of (i) electronic-activation of the amide nitrogen in N-acylpyrroles and pyrazoles and (ii) the use of a versatile Pd-NHC catalysis platform. The origin and selectivity of forming acylmetals, including the role of twist, are discussed.
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