One-step synthesis of substituted dihydro- and tetrahydroisoquinolines by FeCl3.6H2O catalyzed intramolecular Friedel-Crafts reaction of benzylamino-substituted propargylic alcohols.
A mild, versatile, and efficient method for the one-step synthesis of substituted dihydro- and tetrahydroisoquinolines has been developed by the FeCl3.6H2O catalyzed intramolecular allenylation/cyclization reaction of benzylamino-substituted propargylic alcohols, representing the first example of the intramolecular Friedel-Crafts reaction of propargylic alcohols.
Huang
Wen
W
Department of Chemistry, Shanghai Key Laboratory of Molecular Catalysis and Innovative Materials, Fudan University, Shanghai 200433, People's Republic of China.
Shen
Quansheng
Q
Wang
Jialiang
J
Zhou
Xigeng
X
D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D002712:Chlorides; D018360:Crystallography, X-Ray; D005290:Ferric Compounds / Q000737:chemistry*; D008958:Models, Molecular; D020005:Propanols / Q000737:chemistry*; D044005:Tetrahydroisoquinolines / Q000138:chemical synthesis* / Q000737:chemistry; D014867:Water / Q000737:chemistry*
D000480:Alkynes; D002712:Chlorides; D005290:Ferric Compounds; D020005:Propanols; D044005:Tetrahydroisoquinolines; D014867:Water; C028255:propargyl alcohol; C024555:ferric chloride