molecular substructures possessing a u03c0 bond system such as alkenes or acrylic acid esters or any one of the many other compounds possessing a double bond are readily arylated with reactive tetracycline based precursor compounds e g tetracycline arenediazonium salts other transition metal catalyzed reactions such as transmetallation and insertion reactions e g of carbon monoxide are also contemplated see hegedus supra for examples of transition metal catalyzed reactions homogeneous catalysis of carbon carbon bond formation is possible using palladium complexes and suitable reactive species tetracyclines e g doxycycline or minocycline are used to generate the reactive diazonium functional group within the d ring while the reactive addend is available from structurally diverse chemical families therefore reactive tetracycline based precursor compounds such as tetracycline arenediazonium salts i e having reactive functional groups at e g positions 7 and 9 of the tetracycline molecule similarly can be reacted with alkenes substituted alkenes vinyl monomers aromatic and heteroaromatic reactive groups unsubstituted or substituted in the presence of the appropriate transition metal catalyst to produce 7 substituted and 9 substituted tetracyclines 8 9 scheme i in good yield 7 position substituted tetracycline 9 diazonium salts for example scheme ii produced by the reaction sequence of minocycline 10 nitration to the 9 no 2 derivative 11 followed by catalytic reduction to the 9 nh 2 derivative 12 followed by diazotisation 13 may also be reacted with double bond compounds such as olefins and reactive products.