STARCH SUPPORTED HCLO4: A MILD AND EFFICIENT RECYCLABLE CATALYST FOR ONE-POT SYNTHESIS OF POLYHYDROQUINOLINE VIA THE HANTZSCH REACTION UNDER SOLVENT-FREE CONDITIONS

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REZAEI RAMIN; BALAEI FATEMEH

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Seminar Paper

Paper Information

Seminar: IRANIAN SEMINAR OF ORGANIC CHEMISTRY
Year:2012 | Issue:19

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Title

STARCH SUPPORTED HCLO4: A MILD AND EFFICIENT RECYCLABLE CATALYST FOR ONE-POT SYNTHESIS OF POLYHYDROQUINOLINE VIA THE HANTZSCH REACTION UNDER SOLVENT-FREE CONDITIONS

Author(s)

REZAEI RAMIN | BALAEI FATEMEH

Keywords

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Abstract

IN RECENT YEARS, AN INCREASING INTEREST HAS BEEN FOCUSED ON THE SYNTHESIS OF 1, 4-DIHYDROPYRIDYL COMPOUNDS OWING TO THEIR SIGNIFICANT BIOLOGICAL ACTIVITY. GENERALLY, THE BASIC SKELETON OF DHP WAS FIRST DISCOVERED BY HANTZSCH IN 1882 AND THIS CLASSICAL METHOD INVOLVES THE THREE-COMPONENT COUPLING OF AN ALDEHYDE WITH ETHYL ACETOACETATE AND AMMONIA IN ACETIC ACID OR IN REFLUXING ALCOHOL. NUMEROUS METHODS HAVE BEEN REPORTED FOR THE SYNTHESIS OF POLYHYDROQUINOLINE DERIVATIVES, BECAUSE OF THE BIOLOGICAL IMPORTANCE ASSOCIATED WITH 1, 4-DHP RING AND POLYHYDROQUINOLINE DERIVATIVES. HOWEVER, THESE METHODS SUFFER FROM DRAWBACKS SUCH AS A LONG REACTION TIME, AN EXCESS OF ORGANIC SOLVENT, LOWER PRODUCT YIELDS, AND HARSH REFLUXING CONDITIONS. IN RECENT YEARS, THE DIRECTION OF SCIENCE AND TECHNOLOGY HAS BEEN SHIFTING MORE TOWARDS ECOFRIENDLY, NATURAL PRODUCT RESOURCES AND REUSABLE CATALYSTS. THUS, NATURAL BIOPOLYMERS ARE ATTRACTIVE CANDIDATES IN THE SEARCH FOR SUCH SOLID SUPPORT CATALYSTS. THE PRESENT STUDY DESCRIBES A CONVENIENT AND EFFICIENT PROCESS FOR THE SYNTHESIS OF POLYHYDROQUINOLINE DERIVATIVES THROUGH A FOUR-COMPONENT COUPLING OF VARIOUS AROMATIC ALDEHYDES, 5, 5-DIMETHYL-1, 3-CYCLOHEXANEDIONE, ETHYL ACETOACETATE, AND AMMONIUM ACETATE IN A SOLVENT-FREE MEDIA AT 100OC USING STARCH SUPPORTED HCLO4 (STARCH/HCLO4) AS A HETEROGENEOUS CATALYST. THE CATALYST IS HIGHLY ACTIVE, STABLE, AND COULD BE REUSED SEVERAL TIMES WITHOUT MUCH LOSS OF ITS ACTIVITY.

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APA: Copy

REZAEI, RAMIN, & BALAEI, FATEMEH. (2012). STARCH SUPPORTED HCLO4: A MILD AND EFFICIENT RECYCLABLE CATALYST FOR ONE-POT SYNTHESIS OF POLYHYDROQUINOLINE VIA THE HANTZSCH REACTION UNDER SOLVENT-FREE CONDITIONS. IRANIAN SEMINAR OF ORGANIC CHEMISTRY. SID. https://sid.ir/paper/909517/en

Vancouver: Copy

REZAEI RAMIN, BALAEI FATEMEH. STARCH SUPPORTED HCLO4: A MILD AND EFFICIENT RECYCLABLE CATALYST FOR ONE-POT SYNTHESIS OF POLYHYDROQUINOLINE VIA THE HANTZSCH REACTION UNDER SOLVENT-FREE CONDITIONS. 2012. Available from: https://sid.ir/paper/909517/en

IEEE: Copy

RAMIN REZAEI, and FATEMEH BALAEI, “STARCH SUPPORTED HCLO4: A MILD AND EFFICIENT RECYCLABLE CATALYST FOR ONE-POT SYNTHESIS OF POLYHYDROQUINOLINE VIA THE HANTZSCH REACTION UNDER SOLVENT-FREE CONDITIONS,” presented at the IRANIAN SEMINAR OF ORGANIC CHEMISTRY. 2012, [Online]. Available: https://sid.ir/paper/909517/en

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