Synthesis of benzannulated N-heterocycles by a palladium-catalyzed C-C/C-N coupling of bromoalkylamines.
A palladium-catalyzed domino intermolecular alkylation/intramolecular amination of functionalized aryl iodides represents a new strategy for the synthesis of benzannulated N-heterocycles, affording functionalized indolines and tetrahydroquinolines from simple precursors.
Thansandote
Praew
P
Davenport Research Laboratories, Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, Ontario, Canada M5S 3H6.
Raemy
Manuel
M
Rudolph
Alena
A
Lautens
Mark
M
D000478:Alkylation; D000588:Amines / Q000737:chemistry*; D001554:Benzene / Q000737:chemistry*; D017605:Bromine Compounds / Q000737:chemistry*; D002244:Carbon / Q000737:chemistry*; D002384:Catalysis; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D006873:Hydroquinones / Q000737:chemistry; D007211:Indoles / Q000737:chemistry; D015394:Molecular Structure; D009584:Nitrogen / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*
D000588:Amines; D017605:Bromine Compounds; D006571:Heterocyclic Compounds; D006873:Hydroquinones; D007211:Indoles; D010165:Palladium; D002244:Carbon; D001554:Benzene; D009584:Nitrogen; C031927:hydroquinone