Regioselective synthesis of N1-substituted-4-nitropyrazole-5-carboxylates via the cyclocondensation of ethyl 4-(dimethylamino)-3-nitro-2-oxobut-3-enoate with substituted hydrazines. Issue 48 (29th November 2022)

• Record Type: Journal Article
• Authors: Zhao, Rulin; Hong, Zhenqiu; Wang, Bei; Kempson, James; Cornelius, Lyndon; Li, Jianqing; Li, Yi-Xin; Mathur, Arvind
• Is Part Of: Organic & biomolecular chemistry. Volume 20:Issue 48(2022)
• Page Start: 9746
• Page End: 9752
• Publication Date: 2022-11-29
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/d2ob02006h
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : A simple and expeditious method for the regioselective synthesis of N1-substituted-4-nitropyrazole-5-carboxylates 2 was developed with excellent regioselectivity and good yields. Abstract : A simple and expeditious method for the regioselective synthesis of N1-substituted-4-nitropyrazole-5-carboxylates was developed. The method involves cyclocondensation of ethyl 4-(dimethylamino)-3-nitro-2-oxobut-3-enoate with a series of monosubstituted hydrazines to give N1-substituted-4-nitropyrazole-5-carboxylates with excellent regioselectivity and good yields. Solvent effects on regioselectivity of the cyclocondensation were examined.