Synthesis of 3C-alkylated active methylene substituted 2H-indazole derivatives via sequential ring opening of donor–acceptor cyclopropanes and reductive cyclization reaction. (23rd June 2022)

• Record Type: Journal Article
• Authors: Sahu, Archana Kumari; Biswas, Subhamoy; Bora, Surjya Kumar; Saikia, Anil K.
• Is Part Of: New journal of chemistry. Volume 46:Number 26(2022)
• Page Start: 12456
• Page End: 12460
• Publication Date: 2022-06-23
• Subjects: Chemistry -- Periodicals; Chimie -- Périodiques; 540
• DOI: 10.1039/d2nj01801b
• Languages: English
• ISSNs: 1144-0546

Abstract

Abstract : A facile synthesis of 3 C -alkylated active methylene substituted 2 H -indazoles from o -nitrocyclopropanes and primary arylamines catalyzed by Ni(ClO4 )2 .6H2 O/SnCl2 .2H2 O is reported. Abstract : A concise sequential protocol is developed to synthesize 3 C -alkylated active methylene substituted 2 H -indazole derivatives via a nucleophilic ring opening reaction (NRO) of o -nitro donor–acceptor cyclopropanes (DACs) with primary arylamines catalyzed by Ni(ClO4 )2 ·6H2 O followed by a SnCl2 ·2H2 O-mediated intramolecular reductive cyclisation. The di-ester functionality can be transformed into the corresponding monoesters, acids, alcohols and amides that form the core units of important biologically active molecules.