Preparation of polyfunctional indazoles and heteroarylazo compounds using highly functionalized zinc reagents.
Readily available 2-chloromethylarylzinc reagents react with functionalized aryldiazonium tetrafluoroborates providing polyfunctional indazoles. Selective metalations of these 2-aryl-2H-indazoles afford new polycyclic aromatics. The performance of a chemoselective addition of diheteroarylzincs to aryldiazonium salts allows an efficient preparation of new heterocyclic azo compounds.
Department Chemie und Biochemie, Ludwig-Maximilians-Universität, Butenandtstrasse 5-13, 81377 Munich, Germany.
Benjamin
B
Haag
Zhihua
Z
Peng
Paul
P
Knochel
D001391:Azo Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D007191:Indazoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D013237:Stereoisomerism; D015032:Zinc / Q000737:chemistry*
D001391:Azo Compounds; D006571:Heterocyclic Compounds; D007191:Indazoles; D009942:Organometallic Compounds; D015032:Zinc