Sulfur ylide-initiated thio-claisen rearrangements. The synthesis of highly substituted indolines.
The coupling of rhodium carbenoids from vinyl diazoacetates with 2-thio-3-alkyl indoles was found to generate C(3) quaternary substituted indolines via a thionium ylide-initiated [3,3]-sigmatropic rearrangement.
Novikov
Alexei V
AV
Department of Chemistry, The University of Arizona, Tucson, Arizona 85721, USA.
Kennedy
Abigail R
AR
Rainier
Jon D
JD
D002384:Catalysis; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D000644:Quaternary Ammonium Compounds / Q000737:chemistry; D013455:Sulfur / Q000737:chemistry*
D007211:Indoles; D000644:Quaternary Ammonium Compounds; C057812:indoline; D013455:Sulfur; C059915:thionium