Organic chemistry
Reyhaneh Khoeiniha; Ali Ezabadi; Abolfazl Olyaei
Volume 4, Issue 3, pp. 236-358, Serial No. 12 , July 2016, , Pages 273-282
Abstract
A facile and efficient protocol for the synthesis of 1,8-dioxo-octahydroxanthenes has been developed by one-pot Knoevenagel condensation, Michael addition and cyclodehydration reaction of dimedone (active methylene carbonyl compound) with aromatic aldehydes in the presence of Iron (III) sulfate hydrate ...
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A facile and efficient protocol for the synthesis of 1,8-dioxo-octahydroxanthenes has been developed by one-pot Knoevenagel condensation, Michael addition and cyclodehydration reaction of dimedone (active methylene carbonyl compound) with aromatic aldehydes in the presence of Iron (III) sulfate hydrate as a solid acidic catalyst under solvent-free conditions. Various aromatic aldehydes were utilized in the reaction and in all situations the desired product were synthesized successfully. The present methodology is cost-effective in addition to other advantages like high yields of products in shorter reaction time and simple workup procedure. The non toxicity and easy availability of the catalyst makes this protocol efficient and environmentally benign.
Organic chemistry
Batol Zakerinasab; Mohammad Ali Nasseri; Hassan Hassani
Volume 4, Issue 2, pp. 133-235, Serial No. 11 , April 2016, , Pages 214-225
Abstract
Cellulose bonded N-propyl diethylene tetra sulfamic acid (CBPDETSA) was successfully applied as a green and recyclable acidic catalyst for the synthesis of tetrahydrobenzo [a] xanthene-11-one as an important class of potentially bioactive compounds. The products are obtained by the coupling of 2-naphtol ...
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Cellulose bonded N-propyl diethylene tetra sulfamic acid (CBPDETSA) was successfully applied as a green and recyclable acidic catalyst for the synthesis of tetrahydrobenzo [a] xanthene-11-one as an important class of potentially bioactive compounds. The products are obtained by the coupling of 2-naphtol , cyclohexadione and aldehyde derivatives in good to high yields (70- 92%) under solvent-free conditions. The reactivity of different aromatic aldehydes was influenced by the nature and position of the substituents on the aromatic ring. The benzaldehyde derivatives having an electron-withdrawing substituent were highly reactive and gave the products in excellent yields. Also, the catalyst could be recovered by filtration and subjected to a second reaction process. The results show that the yield of product after five runs was only slightly reduced.