UNCATALYZED SYNTHESIS OF ARYLMETHYLENE [BIS (5, 5-DIMETHYL- 3-HYDROXY-2-CYCLOHEXENE-1-ONES)] IN HOT WATER BY DOMINO KNOEVENAGEL/MICHAEL REACTIONS

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SHEIKHHOSSEINI ENAYATOLLAH; FARYABI MALIHE

مرکز اطلاعات علمی Scientific Information Database (SID) - Trusted Source for Research and Academic Resources

Journal Paper

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Journal: Journal of Applied Chemical Research Year:2016 | Volume:10 | Issue:3 Page(s): 91-98

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Title

UNCATALYZED SYNTHESIS OF ARYLMETHYLENE [BIS (5, 5-DIMETHYL- 3-HYDROXY-2-CYCLOHEXENE-1-ONES)] IN HOT WATER BY DOMINO KNOEVENAGEL/MICHAEL REACTIONS

Author(s)

SHEIKHHOSSEINI ENAYATOLLAH | FARYABI MALIHE | Issue Writer Certificate

Keywords

5-DIMETHYLCYCLOHEXANE-1

3-DIONE

ARYLMETHYLENE [BIS (5

5-DIMETHYL-3-HYDROXY- 2-CYCLOHEXENE-1-ONES)]

GREEN MEDIA

AROMATIC ALDEHYDE

TETRAKETONES

Abstract

A simple and ecofriendly method was developed for the synthesis of arylmethylene [bis (5, 5- dimethyl-3-hydroxy-2-cyclohexene-1-ones)] from the reaction of 5, 5-dimethylcyclohexane- 1, 3-DIONE and aromatic aldehydes in an aqueous media without any catalyst via Knoevenagel condensation followed by rapid Michael addition. No cyclization product was down to convert these enolic forms to xanthene derivatives. Diverse aromatic aldehyde including electron-withdrawing (such as nitro group) groups or electron-donating groups (methoxy group) was used to give the corresponding dienolic forms successfully. This method provided several advantages such as simple work-up procedure, high yield, short reaction time and environmentally friendly nature.

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APA: Copy

SHEIKHHOSSEINI, ENAYATOLLAH, & FARYABI, MALIHE. (2016). UNCATALYZED SYNTHESIS OF ARYLMETHYLENE [BIS (5, 5-DIMETHYL- 3-HYDROXY-2-CYCLOHEXENE-1-ONES)] IN HOT WATER BY DOMINO KNOEVENAGEL/MICHAEL REACTIONS. JOURNAL OF APPLIED CHEMICAL RESEARCH (JACR), 10(3), 91-98. SID. https://sid.ir/paper/323038/en

Vancouver: Copy

SHEIKHHOSSEINI ENAYATOLLAH, FARYABI MALIHE. UNCATALYZED SYNTHESIS OF ARYLMETHYLENE [BIS (5, 5-DIMETHYL- 3-HYDROXY-2-CYCLOHEXENE-1-ONES)] IN HOT WATER BY DOMINO KNOEVENAGEL/MICHAEL REACTIONS. JOURNAL OF APPLIED CHEMICAL RESEARCH (JACR)[Internet]. 2016;10(3):91-98. Available from: https://sid.ir/paper/323038/en

IEEE: Copy

ENAYATOLLAH SHEIKHHOSSEINI, and MALIHE FARYABI, “UNCATALYZED SYNTHESIS OF ARYLMETHYLENE [BIS (5, 5-DIMETHYL- 3-HYDROXY-2-CYCLOHEXENE-1-ONES)] IN HOT WATER BY DOMINO KNOEVENAGEL/MICHAEL REACTIONS,” JOURNAL OF APPLIED CHEMICAL RESEARCH (JACR), vol. 10, no. 3, pp. 91–98, 2016, [Online]. Available: https://sid.ir/paper/323038/en

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