Room-temperature aromatization of tetrahydro-β-carbolines by 2-iodoxybenzoic acid: utility in a total synthesis of eudistomin U.
2-Iodoxybenzoic acid is a convenient reagent for the dehydrogenation of tetrahydro-β-carbolines to their aromatic forms under mild conditions. The utility of the method was demonstrated in a total synthesis of the marine indole alkaloid eudistomin U.
Panarese
Joseph D
JD
Department of Chemistry, The University of Vermont, 82 University Place, Burlington, Vermont 05405, USA.
Waters
Stephen P
SP
D002243:Carbolines / Q000138:chemical synthesis / Q000737:chemistry*; D007462:Iodobenzenes; D007463:Iodobenzoates / Q000737:chemistry*; D015394:Molecular Structure; D013696:Temperature
D002243:Carbolines; D007462:Iodobenzenes; D007463:Iodobenzoates; C088110:eudistomin U; C476101:o-iodoxybenzoic acid