Coupling-isomerization-coupling sequences switched on by propargyl alcohol-enone-isomerization.
The coupling-isomerization-reaction (CIR) of an electron-deficient halide 1 with 1-(p-bromo phenyl) propyne-1-ol (2) leads to an in-situ activation of the carbon-bromine bond towards oxidative addition and has been elaborated to a consecutive CIR-coupling sequence where subsequent palladium catalyzed coupling reactions such as Sonogashira, CIR, Heck, or Suzuki reactions allow a rapid construction of more complex frameworks in a one-pot reaction and in moderate to good yields.
Braun
Roland U
RU
Organisch-Chemisches Institut der Ruprecht-Karls- Universität Heidelberg, Im Neuenheimer Feld 270, Heidelberg, Germany.
Müller
Thomas J J
TJ
D000438:Alcohols; D000475:Alkenes / Q000737:chemistry*; D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D007536:Isomerism; D015394:Molecular Structure; D020005:Propanols / Q000737:chemistry*
D000438:Alcohols; D000475:Alkenes; D000480:Alkynes; D020005:Propanols; C028255:propargyl alcohol