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NitrilesQ 0520 DOI: 10.1002/chin.201002090

Direct Transformation of Methyl Arenes to Aryl Nitriles at Room Temperature. — The methyl group of o-, m-, and p-substituted arenes is directly converted into acyano function by treatment with NaN3 in the presence of diacetoxyiodobenzene asoxidant and a Cu(II)-salt as catalyst. The novel and efficient method involves the cleav-age of three C—H bonds. The para-substituents which serve as the directing groups, are important for the reaction. Tetrazole analogue (III) related to Disoxaril is prepared involving the present method as key step. — (ZHOU, W.; ZHANG, L.; JIAO*, N.; Angew. Chem., Int. Ed. 48 (2009) 38, 7094-7097; Natl. Lab. Nat. Biomimetic Drugs, Sch. Pharm. Sci., Peking Univ., Beijing 100191, Peop. Rep. China; Eng.) — Klein

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ChemInform 2010, 41, issue 02 © 2010 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim