Synthesis of indolequinones from bromoquinones and enamines mediated by Cu(OAc)2.H2O.
A Cu(II)-mediated synthesis of indolequinones from the corresponding bromoquinones and enamines is reported. The key oxidative cyclization proceeds in good yield for a broad range of substrates and can be performed on a multigram scale, allowing access to biologically interesting structures.
Inman
Martyn
M
School of Chemistry, University of Nottingham, University Park, Nottingham NG7 2RD, United Kingdom.
Moody
Christopher J
CJ
D000588:Amines / Q000737:chemistry*; D016227:Benzoquinones / Q000737:chemistry*; D045563:Indolequinones / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D013237:Stereoisomerism
D000588:Amines; D016227:Benzoquinones; D045563:Indolequinones; D009942:Organometallic Compounds; C067913:2-bromo-1,4-benzoquinone; C015092:cupric acetate