Sofi, Firdoos Ahmad ; Sharma, Rohit ; Chakraborti, Asit K. ; Bharatam, Prasad V. (2019) Tandem Oxidative Cyclocondensation towards 2,3-Disubstituted Quinazolinones in the Presence of [Bmim][BF4 ] and Iodine European Journal of Organic Chemistry, 2019 (34). pp. 5887-5893. ISSN 1434-193X
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Official URL: http://doi.org/10.1002/ejoc.201900969
Related URL: http://dx.doi.org/10.1002/ejoc.201900969
Abstract
The metal‐free synthesis of 2‐aryl‐3‐arylmethylquinazolin‐4(3H)‐one is achieved through ionic liquid mediated and I2‐promoted tandem oxidative cyclocondensation of isatoic anhydrides with arylmethylamines as the common precursor for the 2‐aryl and 3‐arylmethyl moieties. Radical quenching experiments suggest a non‐radical mechanistic pathway and the operation under anaerobic condition confirms the essential role of I2 as the oxidant. Metal‐free synthesis, reduced reaction times to afford higher product yields, recyclability of the IL used as the reaction medium, and the feasibility of gram scale operation are some advantages.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to John Wiley & Sons, Inc. |
| Keywords: | Cyclization; Ionic Liquids; Iodine; Nitrogen Heterocycles; Tandem Reactions. |
| ID Code: | 116277 |
| Deposited On: | 12 Apr 2021 09:18 |
| Last Modified: | 12 Apr 2021 09:18 |
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