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A green chemical method for the conversion of 3,4-dihydro-β-carbolines to β-carbolines has been developed using air as the oxidant. With 15 mol % CuBr2 as the catalyst, 3,4-dihydro-β-carbolines could be… Click to show full abstract
A green chemical method for the conversion of 3,4-dihydro-β-carbolines to β-carbolines has been developed using air as the oxidant. With 15 mol % CuBr2 as the catalyst, 3,4-dihydro-β-carbolines could be efficiently oxidized to β-carbolines in dimethyl sulfoxide at room temperature in the presence of 1,8-diazabicyclo[5,4,0]undec-7-ene (or Et3N). By applying this method, the first total synthesis of 6-hydroxymetatacarboline D was performed through 12 steps in 22% overall yield starting from l-5-hydroxy-tryptophan.
Keywords:
dihydro;
synthesis hydroxymetatacarboline;
dihydro carbolines;
total synthesis;
cubr2
Journal Title: ACS Omega
Year Published: 2018
Link to full text (if available)
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Journal Title: ACS Omega
Year Published: 2018
Link to full text (if available)
Share on Social Media: Sign Up to like & get
recommendations!