Volume 9, Issue 1 (10-2010)                   2010, 9(1): 59-68 | Back to browse issues page

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Synthesis of 1,8-dioxo-octahydroxanthene derivatives using NBS under mild conditions. Journal title 2010; 9 (1) :59-68
URL: http://jsci.khu.ac.ir/article-1-1335-en.html
Abstract:   (4074 Views)
An efficient one-pot synthesis of 1,8-dioxo-octahydroxanthene is achieved through a condensation of arylaldehydes and 5,5-dimethyl-1,3-cyclohexanedione in the presence of N-bromosuccinimid. This method enjoys several advantages such as low cost, simple work up procedure and safe reaction conditions. Graphical Abstract Table 1. Optimization of reaction condition. Entry Amount of NBS Condition Yield (%)a 1 0 mol % Reflux/ethanol/20 h 0 2 2 mol % 50°C/ethanol/12 h tr 3 2 mol % Reflux/ethanol/14 h 15 4 5 mol % Reflux/ethanol/14 h 30 5 10 mol % Reflux/ethanol/14 h 55 6 15 mol % Reflux/ethanol/14 h 80 7 20 mol % Reflux/ethanol/14 h 94 8 20 mol % MW/DMAC/5 min 90 a Isolated yield.
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Type of Study: S |
Published: 2010/10/15

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