RSS-Feed abonnieren
Bitte kopieren Sie die angezeigte URL und fügen sie dann in Ihren RSS-Reader ein.
https://www.thieme-connect.de/rss/thieme/de/10.1055-s-00000131.xml
Synfacts 2011(8): 0827-0827
DOI: 10.1055/s-0030-1260847
DOI: 10.1055/s-0030-1260847
Synthesis of Heterocycles
© Georg Thieme Verlag
Stuttgart ˙ New York
Cu-Mediated Heteroannulation Route to 2-Thio-Substituted Benzothiazoles
L. Shi, X. Liu, H. Zhang, Y. Jiang, D. Ma*
Shanghai University and Shanghai Institute of Organic Chemistry, P. R. of China
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
20. Juli 2011 (online)

Significance
Reported is a condensation of carbon disulfide with thiols to generate carbonotrithioate salts in situ, which upon copper-mediated coupling with 2-iodoanilines and intramolecular cyclization affords 2-thiobenzothiazoles in a one-pot procedure in moderate to good yields. Several copper sources were screened but, in all cases, it was shown that three equivalents are necessary to obtain reasonable yields of products. Changing the solvent proved to be detrimental. The substrate scope was well studied in terms of functional group compatibility but no substrates bearing ortho substituents to the iodine or the NH2 were tested.