Rapid and efficient microwave-assisted copper(0)-catalyzed ullmann coupling reaction: general access to anilinoanthraquinone derivatives.
[structure: see text]. The synthesis of anilinoanthraquinones 3a-z was achieved by a new, Cu(0)-catalyzed, microwave-assisted Ullmann coupling reaction of bromaminic acid (1) with aniline derivatives 2a-z in phosphate buffer. Good to excellent isolated yields were obtained within only 2-20 min at 80-120 degrees C and 40-100 W. The new procedure provides the first general access to anilinoanthraquinones, furnishing a number of previously inaccessible compounds. It is superior to classical methods in all aspects, including yields, reaction time, and versatility.
Baqi
Younis
Y
Pharmaceutical Institute, University of Bonn, D-53121 Bonn, Germany.
Müller
Christa E
CE
D000814:Aniline Compounds / Q000138:chemical synthesis / Q000737:chemistry; D000880:Anthraquinones / Q000138:chemical synthesis / Q000737:chemistry; D002021:Buffers; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D008872:Microwaves; D015394:Molecular Structure; D013997:Time Factors
D000814:Aniline Compounds; D000880:Anthraquinones; D002021:Buffers; D003300:Copper; C087418:bromamine acid