6277-30-1Relevant academic research and scientific papers
KOtBu-Promoted Halogen-Bond-Assisted Intramolecular C-S Cross-Coupling of o-Iodothioanilides for the Synthesis of 2-Substituted Benzothiazoles
Nandy, Anuradha,Sekar, Govindasamy
, p. 15825 - 15834 (2021/11/01)
An efficacious and mild KOtBu-promoted intramolecular C-S cross-coupling of ortho-iodothioanilides in conjunction with a catalytic quantity of phenanthroline as an additive has been described for the convenient synthesis of 2-substituted benzothiazoles. The methodology is suitable for attaining a wide variety of 2-alkyl- and 2-aryl-substituted benzothiazoles. Single-crystal XRD, DFT calculations, NMR, and UV studies suggest that halogen bonds between the units of ortho-iodothioanilides may assist in the electron transfer process.
Solvent-free synthesis of 2-alkyl and 2-alkenylbenzothiazoles from fatty acids under microwave irradiation
Rauf, Abdul,Gangal, Saloni,Sharma, Shweta
, p. 601 - 605 (2008/09/19)
Rapid and efficient condensation of 2-aminothiophenol with various fatty acids under microwave irradiation in solvent-free conditions with or without P4S10 is carried out to afford the corresponding 2-substituted benzothiazoles. The one-pot synthesis is obtained in high purity, good yield of products and in short span of time in presence of catalyst under MW irradiation. The compounds are identified on the basis of IR, 1H NMR and MS.
Solid phase synthesis of benzothiazolyl compounds
Mourtas, Spyros,Gatos, Dimitrios,Barlos, Kleomenis
, p. 2201 - 2204 (2007/10/03)
2-Aminobenzenethiol, bound through its thiol function to the 2-chlorotrityl (Clt)-, trityl (Trt)-, 4-methyltrityl (Mtt)- and 4-methoxytrityl (Mmt)-resins, was acylated at the amino-function by aliphatic and aromatic acids. The obtained 2-N-acyl-aminobenzenethiols were cleaved from the resin by treatment with trifluoroacetic acid solutions in dichloromethane. The 2-N-acyl-aminobenzenethiols released from the resin were cyclised to the corresponding 2-substituted benzothiazoles, by standing in a solution of dithiothreitol in DMF or methanol for 1-3 h at room temperature.
