Studies on synthetic methods

Abstract

Conversion of amidomethyl function into aldehyde group Amidomethylated aromatic derivatives on treatment with N-bromosuccinimide produced the corresponding aromatic aldehydes in good yields.

Attempted introduction of methyl group into aromatic rings The programme of the work involved reduction of N-nitroamidomethylated derivative. We found that under neutral conditions the reduction produced the parent amide. Decomposition of N-nitroso derivative to various products occurred under acidic and basic conditions.

Quinone Studies This chapter concerns attempted synthesis of a number of quinones, homobenzquinones, epoxyquinones, heterocyclic quinones and azulene quinones.

Synthesis of haloquinones We have shown that one electron oxidizing agents, ceric ammonium sulphate and manganese(III) sulphate, oxidize halophenols to the corresponding haloquinones in high yields.

Oxidation of naphthalene with periodic acid An investigation of the oxidation of naphthalene with periodic acid produced 4-(4?-iodo-1?-naphthyl)-1,2-naphthoquinone as the major product. The possibility of a radical mechanism is discussed.