Four component synthesis of highly functionalized pyrano[2, 3-c]pyrazoles from benzyl halides. Issue 2 (17th January 2018)

• Record Type: Journal Article
• Authors: Beerappa, Mallappa; Shivashankar, Kalegowda
• Is Part Of: Synthetic communications. Volume 48:Issue 2(2018)
• Page Start: 146
• Page End: 154
• Publication Date: 2018-01-17
• Subjects: Multi component reactions -- N-methylmorpholine N-oxide -- pyran -- pyranopyrazole -- pyrazole -- silver oxide; Organic compounds -- Synthesis -- Periodicals; Chemistry, Organic; Synthesis; 547.205
• DOI: 10.1080/00397911.2017.1386788
• Languages: English
• ISSNs: 0039-7911

Abstract

ABSTRACT: N -methylmorpholine N -oxide and silver oxide (Ag2 O) oxidized four component reaction for the preparation of pyranopyrazole with different substituted pattern have been developed which provides rapid access to a library of compounds in good to excellent yields by using benzyl halide, malanonitrile/ethyl cyanoacetate, diethylacetylenedicarboxylate/ethyl acetoacetate and hydrazine hydrate as reactants. This transformation involves the breaking of one C‒O bond and formation of 2 C–C, 2 C–N, and a C‒O bond leading to the formation of a five and six membered ring in one pot operation. GRAPHICAL ABSTRACT: