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β-Cyclodextrin mediated synthesis of 1,8-dioxooctahydroxanthenes in water


Swapna Kokkirala (1) , Narayana Murthy Sabbavarapu (2) , Venkata Durga Nageswar Yadavalli (3,*)

(1) Organic Chemistry Division-I, Indian Institute of Chemical Technology, Hyderabad, 500607, India
(2) Organic Chemistry Division-I, Indian Institute of Chemical Technology, Hyderabad, 500607, India
(3) Organic Chemistry Division-I, Indian Institute of Chemical Technology, Hyderabad, 500607, India
(*) Corresponding Author

Received: 02 Dec 2010 | Revised: 22 Dec 2010 | Accepted: 05 Jan 2011 | Published: 30 Jun 2011 | Issue Date: June 2011

Abstract


An experimentally simple, efficient Michael addition reaction was developed for the synthesis of various 1,8-dioxooctahydroxanthene derivatives with 1,3-cyclohexanedione/5,5-dimethyl 1,3-cyclohexane dione and different aldehydes by using β-cyclodextrin as a catalyst in water. A biomimetic approach was employed and the corresponding products were obtained in good to excellent yields. β-cyclodextrin can be recovered and reused upto four cycles without loss of catalytic activity.2_2_272_275_800

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Keywords


β-Cyclodextrin; Condensation; Aromatic aldehydes; 1,3-Cyclohexanedione; 5,5-Dimethyl-1,3-cyclohexanedione; Water

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DOI: 10.5155/eurjchem.2.2.272-275.359

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How to cite


Kokkirala, S.; Sabbavarapu, N.; Yadavalli, V. Eur. J. Chem. 2011, 2(2), 272-275. doi:10.5155/eurjchem.2.2.272-275.359
Kokkirala, S.; Sabbavarapu, N.; Yadavalli, V. β-Cyclodextrin mediated synthesis of 1,8-dioxooctahydroxanthenes in water. Eur. J. Chem. 2011, 2(2), 272-275. doi:10.5155/eurjchem.2.2.272-275.359
Kokkirala, S., Sabbavarapu, N., & Yadavalli, V. (2011). β-Cyclodextrin mediated synthesis of 1,8-dioxooctahydroxanthenes in water. European Journal of Chemistry, 2(2), 272-275. doi:10.5155/eurjchem.2.2.272-275.359
Kokkirala, Swapna, Narayana Murthy Sabbavarapu, & Venkata Durga Nageswar Yadavalli. "β-Cyclodextrin mediated synthesis of 1,8-dioxooctahydroxanthenes in water." European Journal of Chemistry [Online], 2.2 (2011): 272-275. Web. 3 Jun. 2023
Kokkirala, Swapna, Sabbavarapu, Narayana, AND Yadavalli, Venkata. "β-Cyclodextrin mediated synthesis of 1,8-dioxooctahydroxanthenes in water" European Journal of Chemistry [Online], Volume 2 Number 2 (30 June 2011)

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