LiNH2SO3 Promoted Synthesis of 1,8-Dioxo-octahydroxanthene Under Solvent-free Conditions

doi:10.3969/j.issn.0251-0790.2012.03.014

Abstract

Abstract:

An efficient synthesis of 9-aryl-1,2,3,4,5,6,7,8-octahydroxanthene-1,8-dione via condensation of aromatic aldehydes with 5,5-dimethyl-1,3-cyclohexanedione or cyclohexane-1,3-dione using LiNH₂SO₃ as an eco-friendly catalyst under solvent-free condition was described. The results indicate that the yields is up to 90% when using 3%(molar fraction) LiNH₂SO₃ and reacting at 120 ℃ for 40—70 min. Furthermore, a proposed reaction mechanism for the reaction catalyzed by LiNH₂SO₃ was speculated. The present methodology offers several advantages such as excellent yields, simple procedure, short reaction time and mild conditions making it an important supplement to the existing methods.

Key words: LiNH₂SO₃, Solvent-free, Aldehydes, Cyclohexane-1,3-dione, 9-Aryl-1,2,3,4,5,6,7,8-octahydroxanthene-1,8-dione

CLC Number:

O621.25

TrendMD:

WANG Zhao-Shen, LIU Chen-Jiang. LiNH₂SO₃ Promoted Synthesis of 1,8-Dioxo-octahydroxanthene Under Solvent-free Conditions[J]. Chem. J. Chinese Universities, 2012, 33(03): 507.

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LiNH₂SO₃ Promoted Synthesis of 1,8-Dioxo-octahydroxanthene Under Solvent-free Conditions

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