Af-Hydroxy-1-aminonaphthalene (JV-hydroxy-1-AN), N-hydroxy-2-aminonaphthalene (N-hydroxy-2-AN), 1-aminonaphthalene (1-AN), 2-aminonaphthalene (2-AN), and 2-amino1,4-naphthoquinone were repeatedly injected i.p. into rats at a dose of 5 mg/100 gm. Lower doses of 2-amino-l-naphthol (0.15 mg/100 gm), and of #-hydroxy-aniline (1.3 mg/100 gm) were also given i.p. ./V-Hydroxy-1-AN was a more potent ca...

An enantioselective hydroxylative dearomatization of 2-naphthols with oxaziridines has been accomplished using a N,N'-dioxide-scandium(iii) complex catalyst. Various substituted ortho-quinols could be obtained in high yields (up to 99%) and enantioselectivities (up to 95 : 5 er). This methodology could be applied in the synthesis of bioactive lacinilenes in a gram-scale reaction. Based on the e...

The alkynylation of naphthols takes place with total regiocontrol at the peri position of the hydroxyl group in the presence of [RuCl2(p-cymene)]2 as the catalyst. This reaction features high functional group tolerance. The related ortho-alkynylation of benzoic acids proceeds under similar conditions and also shows wide functional group tolerance. Both reactions proceed through metalation, inse...

Conjugated nitroalkenes and nitrodienes undergo smooth α-hydrazination with azodicarboxylates through an imidazole catalyzed carbon-heteroatom bond formation under Morita-Baylis-Hillman conditions. The resulting hydrazinonitroalkenes take part in 1,3-dipolar cycloaddition with azide under mild conditions to give hydrazinotriazoles. A [3 + 2] annulation with phenols and naphthols involving Micha...

A copper-catalyzed asymmetric [3+2] cycloaddition of 3-trimethylsilylpropargylic esters with either β-naphthols or electron-rich phenols has been realized and proceeds by a desilylation-activated process. Under the catalysis of Cu(OAc)2⋅H2O in combination with a structurally optimized ketimine P,N,N-ligand, a wide range of optically active 1,2-dihydronaphtho[2,1-b]furans or 2,3-dihydrobenzofura...

An efficient and one-pot procedure is described for the synthesis of a variety derivatives 1,2-dihydrobenzo[f]chromen-3-ones 3,4-dihydrochromen-2-ones under solvent-free conditions via pseudo-four-component domino reaction acetic anhydride, aryl aldehydes, glycine-based dithiocarbamates, phenols/naphthols in presence l-proline H4[Si(W3O10)4].xH2O as green catalysts. All products were made strat...