Study On The Synthesis Of 3,3-Bis(pyrazol-4-yl)indolin-2-ones And Spiropyrrolizidine Acenaphthenones

Multi-component reactions(MCRs) have the advantages of simple operation, good atomic economy and high utilization rate of resources. They have become powerful tools for rapid and efficient synthesis of various compounds, and have been widely used in the field of chemistry. The paper mainly introduces the using of one-pot MCRs method to synthesize 2 series of novel compounds.The first part: The one-pot pseudo-five-component reaction of isatins, hydrazine hydrate and β-keto ester was performed in ethanol at 78 °C catalyzed by 10 mol% NaHCO3. And a series of 3,3-bis(pyrazol-4-yl)indolin-2-one derivatives were obtained, in 73%~98% yields.The second part: An efficient synthesis of 3’-benzoyl-4’,5’-diphenyl-2H-spiro[acenaphthylene-1,2’-pyrrolidin]-2-one derivatives via one-pot 1,3-dipolar cycloaddition of acenaphthenequinone, arylmethyl amines and chalcones with highly regioselectivity is descrided. This new protocol exists the advantages of wide applicability, environmental friendliness, short reaction time, yields in 67%~93%.The structures of all products were con?rmed by IR, HRMS(ESI), 1H NMR, and 13 C NMR spectra, two of the products were also unambiguously confirmed by X-ray single crystal structure analysis, and the plausible reaction mechanisms corresponding to each reaction process were proposed.