| 摘要 |
The invention relates to a method for the production of substituted heteroaromates of the general formula (I), where X denotes oxygen, sulfur, or NRwhere Rindicates hydrogen, C-Calkyl or C-Caryl and Rindicates C-Calkyl, C-Caryl or heteroaryl, R, R, and Rdenote hydrogen, halogen, C-Calkyl, C-Caryl or heteroaryl, by conversion A) of a halogenated heteroaromate of the general formula (II), where X denotes the meaning stated for formula (I), and Rdenotes bromine, iodine, or chlorine, and R, R, and Rhave the meaning stated for formula (I), with a Grignard reagent of the general formula (III), where Rhas the meaning stated for formula (I), and Hal is bromine, iodine, or chlorine, or B) by conversion of the halogenated heteroaromate of the formula (II) with magnesium, initially to a Grignard compound of the general formula (IIIa), where Hal is bromine, iodine, or chlorine, and X and R, R, and Rhave the meaning stated for formula (I), and further conversion using a halogenated compound of the general formula (IV), where Rhas the meaning stated for formula (I), and Hal is bromine, iodine, or chlorine, the conversions A) or B) each being carried out in the presence of a Ni or Pd catalyst, characterized in that the method is carried out in the presence of cycloalkyl alkyl ether as the solvent, and possibly a further solvent. The invention further describes the use of cycloalkyl alkyl ether, particularly cyclopentyl methyl ether, in the Kumada reaction for the production of substituted heteroaromates, particularly of substituted thiophenes. |
