Iodination of arenes was carried out by reacting 1 equiv of arene substrate with 0.5 equiv of iodine under an oxygen atmosphere with H5PV2Mo10O40 as oxidation catalyst. The synthesis is an inherently waste-free method for the preparation of iodoarenes.
Together with a strongly oxidizing polyoxometalate, H(5)PV(2)Mo(10)O(40), Pt(II)(N-(2,6-diisopropylphenyl)pyrazin-2-ylmethanimine)Cl2 forms a combined catalyst that was active in the tandem pinacol coupling-rearrangement of aryl aldehydes to give mostly the corresponding diarylacetaldehyde in high yields using molecular hydrogen as the reducing agent.
2-(2-Oxo-2H-1-benzopyran-3-yl)-5,6,7,a-tetrahydro-3H-benzo [4,5]thieno[2,3-d]pyrimidin-4-ones (4a.bi have been synthesized via a rearrangement of 2-(A/-3-carbamoyl-4,5,6,7-tetrahydrobenzo[b]thiophen-2-yl)imino-2H-1benzopyran-3-carboxamides (3a.b). The tetrahydrobenzo[ö]thiophenes 3 have been conveniently prepared by the reaction of 2-imino-2H-1-benzopyran-3-carboxamides (la£) with 2-amino-4,5,6,7-tetrahydrobenzo[ö]thiophene-3carboxamide (2) in glacial acetic acid.
Aldehydes Q 0320 Synthesis of Aromatic Aldehydes by Oxidative Hydroxymethylation. -A novel synthesis of aromatic aldehydes is reported based on the hydroxymethylation of electron-rich arenes with paraformaldehyde. The resulting intermediate aromatic carbinol is oxidized with DDQ. -(BRANYTSKA, O.; NEUMANN*, R.; Synlett 2004, 9, 1575-1576; Dep. Org. Chem., Weizmann Inst. Sci., Rehovot 76100, Israel; Eng.) -Mais 47-077
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