Weinreb amide as an efficient reagent in the one pot synthesis of benzimidazoles and benzothiazoles

Bommegowda, Y. K. and Lingaraju, G. S. and Thamas, S. and Vinay Kumar, K. S. and Pradeepa Kumara, C. S. and Rangappa, K. S. and Sadashiva, M. P. (2013) Weinreb amide as an efficient reagent in the one pot synthesis of benzimidazoles and benzothiazoles. Tetrahedron Letters, 54 (21). pp. 2693-2695. ISSN 0040-4039

[img] Text (Full Text)
Che_2013_Rangappa.pdf - Published Version
Restricted to Registered users only

Download (259kB) | Request a copy
Official URL: http://doi.org/10.1016/j.tetlet.2013.03.075

Abstract

One pot synthesis of 2-substituted benzimidazoles/benzothiazoles through condensation is followed by cyclization of Weinreb amide with o-diaminoarene or o-aminothiophenol is reported. In the presence of boron trifluoride etherate in 1,4-dioxane solvent, a high yield (75-94%) was achieved within 60 min. Weinreb amide shows high selectivity in the reaction, even in presence of other active functional groups such as carboxyl, halogen, cyano, and methoxy.

Item Type: Article
Uncontrolled Keywords: article, unclassified drug, chemical structure, substitution reaction, cyclization, polymerization, stereochemistry, dioxane, reagent, one pot synthesis, benzimidazole derivative, 2 aminothiophenol, 2 diaminoarene, alkene derivative, amide, benzothiazole derivative, boron derivative, boron trifluoride etherate, Weinreb amide
Subjects: C Chemical Science > Chemistry
Depositing User: Arshiya Kousar
Date Deposited: 16 Sep 2019 05:53
Last Modified: 16 Sep 2019 05:53
URI: http://eprints.uni-mysore.ac.in/id/eprint/8015

Actions (login required)

View Item View Item