Browsing by Author "Sourabh Yadav"

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Copper Catalyzed Synthesis of 3-Nitro-Quinolines from Nitro-Olefins and Anthranils: Its Application in the Synthesis of Quindoline
(John Wiley and Sons Inc, 2022) Annapurna Awasthi; Pushpendra Yadav; Sourabh Yadav; Dharmendra Kumar Tiwari
Copper-catalyzed routes have been achieved for the synthesis of 3-nitroquinolines from readily available nitroolefins and anthranils. This reaction proceeds via the [4+2] cycloaddition between anthranils and nitro-styrenes under mild reaction conditions to obtain biologically important heterocycles. A wide range of diversely substituted nitro-olefins and anthranils are successfully employed in this reaction to access a series of 3-nitro-quinolines in 81–93% yields. The synthetic utility of the present methodology is also illustrated in this manuscript. (Figure presented.). © 2021 Wiley-VCH GmbH
DMSO as a dual carbon synthon in one-pot tandem synthesis of N-alkylated quinazolinones from anthranilamides and acetophenones
(Royal Society of Chemistry, 2022) Pushpendra Yadav; Sourabh Yadav; Annapurna Awasthi; Mandalparthi Phanindrudu; Suman Bhowmick; Dharmendra Kumar Tiwari
A new, efficient, metal-free, and DMSO-assisted approach for the synthesis of N-alkylated quinazolinones from readily available 2-aminobenzamide and aryl methyl ketones in the presence of an oxidizing agent has been developed. In this unique tandem reaction, DMSO played a dual role, acting as a solvent as well as a dual carbon synthon, making this process an environmentally benign approach to accessing medicinally prevalent N-alkylated quinazolinones. The DMSO-assisted in situ generation of an iminium cation and α,β-unsaturated ketones from 2-aminobenzamide and aryl methyl ketones, respectively, is the key feature involved in this method. © 2022 The Royal Society of Chemistry.