Ni-Catalyzed cross-coupling reactions of N -acylpyrrole-type amides with organoboron reagents

• Published in: Chemical communications (Cambridge, England) Vol. 53; no. 93; pp. 12584 - 12587
• Main Authors: Huang, Pei-Qiang, Chen, Hang
• Format: Journal Article
• Language: English
• Published: CAMBRIDGE Royal Soc Chemistry 21.11.2017; Royal Society of Chemistry
• Subjects: Amides; Catalytic converters; Chelation; Chemical reactions; Chemical synthesis; Chemistry; Chemistry, Multidisciplinary; Coupling; Cross coupling; cross-coupling reactions; Esters; Functional groups; Ketones; ligands; moieties; Physical Sciences; Reagents; Science & Technology; MECHANISTIC ASPECTS; ACTIVATION; REDUCTIVE NUCLEOPHILIC-ADDITION; ORGANOMETALLIC REAGENTS; SECONDARY AMIDES; NICKEL CATALYSIS; ALKYLATION; BOND FORMATION; HETEROCYCLIC CARBENES; ENANTIOSELECTIVE TOTAL-SYNTHESIS

The catalytic conversion of amides to ketones is highly desirable yet challenging in organic synthesis. We herein report the first Ni/bis-NHC-catalyzed cross-coupling of N -acylpyrrole-type amides with arylboronic esters to obtain diarylketones. This method is facilitated by a new chelating bis-NHC...