Organometallic routes to 2,5-dihydroxy-3-(indol-3-yl)benzoquinones. Synthesis of demethylasterriquinone B4.
A method has been developed to sequentially add indole-3-mercurials to dichlorinated quinones using palladium catalysis. These reactions can be used in the modular assembly of bis(indol-3-yl)benzoquinones, a significant natural product family.
Pirrung
Michael C
MC
Department of Chemistry, Levine Science Research Center, Duke University, Durham, North Carolina 27708-0317, USA. michael.pirrung@ucr.edu
Fujita
Koichi
K
Park
Kaapjoo
K
D016227:Benzoquinones / Q000138:chemical synthesis*; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D009942:Organometallic Compounds / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D021241:Spectrometry, Mass, Electrospray Ionization
D016227:Benzoquinones; D007211:Indoles; D009942:Organometallic Compounds; C500470:demethylasterriquinone B4; D010165:Palladium