1,8-Diazabicyclo5.4.0]undec-7-ene-mediated formation of N-sulfinyl imines

Ramaiah, Manjunatha M. and Shubha, Priya Babu and Prabhala, Pavan Kumar and Shivananju, Nanjunda Swamy (2020) 1,8-Diazabicyclo5.4.0]undec-7-ene-mediated formation of N-sulfinyl imines. Journal of Chemical Research, 44 (1-2). pp. 72-79.

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Official URL: https://journals.sagepub.com/doi/abs/10.1177/17475...

Abstract

A facile and efficient method was developed for the preparation of a variety of aryl, heteroaryl, and alkyl N-sulfinyl imines using 1,8-diazabicyclo5.4.0]undec-7-ene. In addition to tert-butanesulfinamide, the condensation is also effective with p-toluenesulfinamide. The reaction was performed at room temperature and produces the corresponding N-sulfinyl imines in excellent yields in the absence of acids, metals, and additives. This methodology is also useful for the preparation of N-sulfinyl imines on gram scale. A one-pot synthesis was developed using aryl and heteroaryl alcohols with both tert-butanesulfinamide and p-toluenesulfinamide at room temperature, resulting in the corresponding N-sulfinyl imines with good yields.

Item Type: Article
Uncontrolled Keywords: condensation; 1,8-diazabicyclo5,4,0]undec-7-ene; N-sulfinyl imines; one-pot synthesis; sulfinamide
Subjects: C Chemical Science > Chemistry
Divisions: Department of > Chemistry
Depositing User: Mr Umendra uom
Date Deposited: 30 Jan 2021 06:07
Last Modified: 30 Jan 2021 06:07
URI: http://eprints.uni-mysore.ac.in/id/eprint/15675

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