Various 5-carboxamido-7-iodo-8-benzyloxyquinolines were synthesised via selective aminocarbonylation of 5,7-diiodo-8-benzyloxyquinoline in the presence of ‘in situ’ generated palladium(0) catalysts. Under similar conditions (50C, 80 bar CO), 5,7-bis(N-tert-butylglyoxylamido)8-hydroxyquinoline was obtained using tert-butylamine as N-nucleophile. The unprotected 5,7-diiodo8-hydroxyquinoline under...

A simple and efficient one-pot method for the preparation of aromatic iodides has been developed by sequential diazotization–iodination of aromatic amines employing sodium nitrite and sodium iodide in the presence of acidic ionic liquid N-methyl-2-pyrrolidonum hydrosulfate ([H-NMP]HSO4). The diazonium salts that are formed by this ionic liquid are stable at room temperature and r...

The photostimulated reaction of Me3Sn ion with mono, di and trichloro arenes in liquid ammonia gave very good yields of stannanes by the SRN1 mechanism. These products reacted by a palladium-catalized cross coupling reaction with halobenzenes to give phenylated products also in very goods yields. Similar yields can be obtained in one-pot reactions. Introduction The radical nucleophilic substitu...

The sulfonyl group finds extensive applications in organic and medicinal chemistry both in sulfonamides, popular as robust protecting groups for amines,1 and in sulfones.2 Frequently, sulfones are introduced into synthetic schemes to assist particular transformations; further progress along the synthetic route can later require the removal of a sulfone group, and this can be achieved by reducti...