A rapid approach to the synthesis of highly functionalized tetrahydroisoquinolines.
A palladium-catalyzed domino ortho-alkylation/alkenylation forming up to three new C-C bonds furnishes functionalized tetrahydroisoquinolines in up to 87% yield. Extension to the formation of tetrahydrobenzoazepines and tetrahydroisoquinolinones is presented.
Thansandote
Praew
P
Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, Canada M5S3H6.
Gouliaras
Christina
C
Turcotte-Savard
Marc-Olivier
MO
Lautens
Mark
M
D001381:Azepines / Q000138:chemical synthesis / Q000737:chemistry; D002384:Catalysis; D007700:Kinetics; D010165:Palladium / Q000737:chemistry; D044005:Tetrahydroisoquinolines / Q000138:chemical synthesis* / Q000737:chemistry
D001381:Azepines; D044005:Tetrahydroisoquinolines; D010165:Palladium