78 results about "Oxidative cyclization" patented technology

The invention relates to a thiophene macrocyclic compound and a preparation method of derivatives of the thiophene macrocyclic compound, in particular to a preparation method of a thiophene eight membered cyclic compound and a thiophene twelve membered cyclic compound. The preparation method is as follows: 2, 2`-dibromo-[3, 3`]-bithiophene is adopted as the raw material; lithium diisopropylamide (LDA) is firstly used to capture the Alpha- proton, then the 2, 2`-dibromo-[3, 3`]-bithiophene is quenched by trimethylchlorosilane, and a compound 3 is prepared; then the compound 3 and butyl lithium generate bromine and lithium exchanging reaction, and copper chloride oxidative cyclization is used to generate thiophene eight membered cyclic compound 4 and thiophene twelve membered cyclic compound 5, wherein, the yield of the compound 5 reaches up to 36 percent; and in the condition that trifluoroacetic exists, the compound 4 and the compound 5 remove TMS, and a compound 1-four (2,3-bithiophene) and a compound 2-six (2,3-bithiophene) are obtained. The preparation method of the derivatives of the thiophene macrocyclic compound realizes the aim of preparing the thiophene eight-membered cyclic compound at high yield, and most importantly, the preparation method realizes the aim of preparing the thiophene twelve-membered cyclic compound at high yield, and the total yield of the three steps reaches up to 27 percent. The synthetic process of the method has operability, and the reaction conditions of waterless, oxygen free and low-temperatured. Thus, the preparation method is suitable for scale preparation.