An expeditious synthesis of 1,2,4-triazolinones appended to 1,3-thiazoles using zinc triflate as catalyst

Article type: Research Article

Authors: Kattimani, Pramod P. | Raikar, Shraddha V. | Kamble, Ravindra R. | Kariduraganavar, Mahadevappa Y. | Hunnur, Raveendra K.

Affiliations: PG Department of Studies in Chemistry, Karnatak University, Dharwad, India | APL Research Centre, Division of Aurobindo Pharma Ltd, Batchupally, Hyderabad, India

Note: [] Corresponding author: Ravindra R. Kamble, PG Department of Studies in Chemistry, Karnatak University, Pavate Nagar, Dharwad 580 003, India. E-mail: kamchem9@gmail.com

Abstract: A convenient and high yielding method was developed for the ring transformation of 1,3,4-oxadiazolinones (2a–e) from 3-arylsydnones (1a–e) to 1,2,4-triazolinones (3a–e) using zinc triflate as catalyst and then appended to 1,3-thiazoles via an imino bridge in one-pot reaction with excellent yields. The novel compounds were further scored for c logP values, drug likeliness, drug score and toxicity rates using molecular OSIRIS property explorer. Selective compounds were also screened for antimicrobial studies.

Keywords: Ring transformation, 1,2,4-triazolinones, 1,2,4-triazoles, 1,3-thiazoles, zinc triflate, OSIRIS property explorer

DOI: 10.3233/MGC-2011-0046

Journal: Main Group Chemistry, vol. 10, no. 2, pp. 165-175, 2011