ONE-POT SYNTHESIS OF NOVEL DISPIROPYRROLIDINE IN WATER

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JOLODAR BEHBAHANI BIDOKHT; ARVINNEZHAD HAMID

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Seminar Paper

Paper Information

Seminar: IRANIAN SEMINAR OF ORGANIC CHEMISTRY
Year:2014 | Issue:22

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Title

ONE-POT SYNTHESIS OF NOVEL DISPIROPYRROLIDINE IN WATER

Author(s)

JOLODAR BEHBAHANI BIDOKHT | ARVINNEZHAD HAMID | Issue Writer Certificate

Keywords

DISPIROPYRROLIDINE

3-DIPOLAR CYCLOADDITION

AZOMETHINEYLIDE

GREEN CHEMISTRY

Abstract

1, 3-DIPOLAR CYCLOADDITION IS AN ESSENTIAL STRATEGY FORTHE SYNTHESIS OF NATURAL PRODUCTS, ALKALOIDSAND OTHER BIOLOGICALLY ACTIVE COMPOUNDS. THE REACTION OF AZOMETHINEYLIDES WITH VARIOUS DIPOLAROPHILES RESULTS IN HIGHLY SUBSTITUTED FIVE MEMBERED NITROGEN HETEROCYCLES SUCH AS PYRROLIDINE RINGS.HENCE, AS A RESULT OF THE AFOREMENTIONED, HEREIN, WEREPORT A FACILE AND EFFICIENT SYNTHESIS OF THE NOVEL HETEROCYCLICDISPIROINDENEPYRROLIDINE RING SYSTEMS INHIGH REGIOSELECTIVITY AND DIASTEREOSELECTIVITY THROUGH ACATALYST-FREE, ONE-POT 1, 3-DIPOLAR CYCLOADDITIONREACTION OF BARBITURIC ACID DERIVATIVES, AROMATIC ALDEHYDES, NINHYDRIN AND SARCOSINEAT AMBIENT TEMPERATURE USING WATER AS SOLVENT.IN THIS REACTION, AT FIRST, THEKNOEVENAGEL CONDENSATION OF BARBITURIC ACID DERIVATIVES (OR 1, 3- INDANDIONE) WITH DIFFERENTAROMATIC ALDEHYDESWAS AFFORDED 1, 3-DIPOLAROPHILE THAT REACT WITH NON-STABILIZED AZOMETHINEYLIDE, GENERATED FROM CONDENSATIONOF SARCOSINE WITHNINHYDRIN AND THEN DECARBOXYLATION OF AMINO ACID, NOVEL HETEROCYCLIC DISPIROINDENEPYRROLIDINEWAS ACHIEVED IN HIGH YIELDS AND SHORT REACTION TIMES UNDER MILD CONDITIONS.

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APA: Copy

JOLODAR BEHBAHANI, BIDOKHT, & ARVINNEZHAD, HAMID. (2014). ONE-POT SYNTHESIS OF NOVEL DISPIROPYRROLIDINE IN WATER. IRANIAN SEMINAR OF ORGANIC CHEMISTRY. SID. https://sid.ir/paper/911214/en

Vancouver: Copy

JOLODAR BEHBAHANI BIDOKHT, ARVINNEZHAD HAMID. ONE-POT SYNTHESIS OF NOVEL DISPIROPYRROLIDINE IN WATER. 2014. Available from: https://sid.ir/paper/911214/en

IEEE: Copy

BIDOKHT JOLODAR BEHBAHANI, and HAMID ARVINNEZHAD, “ONE-POT SYNTHESIS OF NOVEL DISPIROPYRROLIDINE IN WATER,” presented at the IRANIAN SEMINAR OF ORGANIC CHEMISTRY. 2014, [Online]. Available: https://sid.ir/paper/911214/en

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