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Volumn 20, Issue 5, 2009, Pages 539-541

Covalently anchored sulfonic acid on silica gel (SiO2-R-SO3H) as an efficient and reusable heterogeneous catalyst for the one-pot synthesis of 1,8-dioxo-octahydroxanthenes under solvent-free conditions

(3) Mahdavinia, Gholam Hossein a Bigdeli, Mohammad A b Hayeniaz, Yaser Saeidi b

a ISLAMIC AZAD UNIVERSITY (Iran)

b KHARAZMI UNIVERSITY (Iran)

Author keywords

1,8 Dioxooctahydroxanthenes; Heterogeneous catalysis; Reusable; SiO2 R SO3H

Indexed keywords

EID: 62849122744 PISSN: 10018417 EISSN: None Source Type: Journal
DOI: 10.1016/j.cclet.2008.12.026 Document Type: Article

Times cited : (46)

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- General procedure for the preparation of 1,8-dioxooctahydroxanthene derivatives: aldehyde (1, 1 mmol, 5,5-dimethyl-1,3-cyclohexanedione (2, 2 mmol, and SiO2-R-SO3H (0.1 g) were placed in a 10 mL round-bottomed flask. The mixture was stirred at 80 °C for a period of time (shown in Table 1) to complete the reaction (monitored by TLC, Upon completion, ethanol was added to the reaction mixture and was heated. The solid was collected by suction and stay at r.t to give the product 3. All the products were characterized by IR, 1H NMR. 3l: 1H NMR (300 MHz; CDCl3, δ ppm, 1.00 (s, 6H, 2CH3, 1.10 (s, 6H, 2CH3, 2.19 (ABq, 4H, J, 16.17 Hz, 2CH2, H-4, H-5, 2.51 (ABq, 4H, J, 17.66 Hz, 2CH2, H-2, H-7, 4.86 (s, 1H, H-9, 6.97-7.02 (m, 1H, ArH, 7.51-7.62 (m, 2H, ArH, 8.37-8.39 (m, 1H, ArH, 13C NMR 75 MHz, CDCl3, δ ppm, 27.12, 29.31, 32.28, 34.42, 40.84
- 3:C, 75.19; H, 7.17; N, 3.99; O, 13.66. Found: C, 73.51; H, 7.06; N, 3.79.

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