Synthesis, characterization and computational studies of 2-cyano-6-methoxybenzothiazole as a firefly-luciferin precursor

Heterocyclic communications

article

Ghasem Shahmoradi¹  Saeid Amani¹ 

[1] Department of Chemistry, Faculty of Science, Arak University

关键词: 2-cyano-6-methoxybenzothiazole;    2-iodo-6-methoxyenzothiazole;    Cu catalyst;    cyanation;    DFT;    firefly luciferin;    K4[Fe(CN)6];   

DOI  :  10.1515/hc-2018-0047

学科分类：内科医学

来源: De Gruyter

【 摘 要 】

A novel approach to the synthesis of 2-cyano-6-methoxybenzothiazole via the Cu-catalyzed cyanation of 2-iodo-6-methoxybenzothiazole was developed. K 4 [Fe(CN) 6 ] was used as a source of cyanide, and a Cu/N,N,N′,N′-tetramethylethylenediamine (TMEDA) system was utilized as a catalyst. This approach is scalable and can be practiced with operational benign. The most stable conformation of 2-cyano-6-methoxybenzothiazole was delineated using the density functional theory (DFT)/B3LYP method with 6-311++G(d, p) basis set.

【 授权许可】

CC BY|CC BY-NC-ND