Exploring new uses for C-H amination: Ni-catalyzed cross-coupling of cyclic sulfamates.
[reaction: see text] Benzene-fused cyclic sulfamates are prepared from ortho-substituted phenolic starting materials through selective C-H amination or olefin aziridination. These unique heterocycles will engage in Ni-catalyzed cross-coupling reactions with aryl- and alkyl-Grignard reagents. Application of modern tools for C-N and C-C bond formation thus makes readily available functional amine derivatives and augments the possible uses for C-H amination in synthesis.
Wehn
Paul M
PM
Department of Chemistry, Stanford University, Stanford, California 94305-5080, USA.
Du Bois
J
J
D000586:Amination; D001555:Benzene Derivatives / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003432:Cross-Linking Reagents / Q000737:chemistry*; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D006860:Hydrogen Bonding; D009532:Nickel / Q000737:chemistry*; D013451:Sulfonic Acids / Q000138:chemical synthesis* / Q000737:chemistry
D001555:Benzene Derivatives; D003432:Cross-Linking Reagents; D006571:Heterocyclic Compounds; D013451:Sulfonic Acids; D009532:Nickel; C005741:sulfamic acid