NANOSIZED AL2O3-CATALYZED N-FORMYLATION OF HETEROARYL AMINES WITH FORMIC ACID

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OLYAEI ABOLFAZL; RAZEGHI REZA

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Seminar Paper

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Seminar: IRANIAN CHEMISTRY CONGRESS
Year:2013 | Issue:16

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Title

NANOSIZED AL2O3-CATALYZED N-FORMYLATION OF HETEROARYL AMINES WITH FORMIC ACID

Author(s)

OLYAEI ABOLFAZL | RAZEGHI REZA | Issue Writer Certificate

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Abstract

FORMYLATION OF AMINES IS AN IMPORTANT REACTION IN SYNTHETIC ORGANIC CHEMISTRY. FORMAMIDES, AN IMPORTANT CLASS OF AMINE DERIVATIVES, HAVE WIDELY BEEN USED IN THE SYNTHESIS OF PHARMACEUTICALLY ACTIVE COMPOUNDS AND FORMAMIDINES. IN ADDITION, FORMAMIDES HAVE BEEN ALSO EXTENSIVELY EMPLOYED IN ORGANIC SYNTHESIS AS PROTECTING GROUP OF AMINES IN PEPTIDES SYNTHESIS, PRECURSORS TO ISOCYANIDES AND LEWIS BASE CATALYSTS IN ORGANIC TRANSFORMATION SUCH AS ASYMMETRIC ALLYLATION. IN THE LITERATURE, VARIOUS APPROACHES ARE AVAILABLE FOR N -FORMYLATION USING DIFFERENT REAGENTS SUCH ASCHLORAL [1], FORMIC ACID-DCC [2], PARAFORMALDEHYDE [3], FORMIC ACID-SODIUM FORMATE [4] AND FORMIC ACID-POLYETHYLENE GLYCOL (PEG-400) [5]. VERY RECENTLY THE FORMYLATION OF ALIPHATIC AND AROMATIC AMINES WITH FORMIC ACID BY USING LEWIS ACIDS SUCH AS ZNCL2, FECL3, ALCL3, NICL2 HAS BEEN REPORTED [6]. WE REPORT HEREIN THE CHALLENGE TO CARRY OUT N -FORMYLATION REACTION APPLICABLE TO HETEROARYL AMINES IN THE PRESENCE OF NANOPARTICLES OF AL2O3 [7] AS AN EFFICIENT CATALYST UNDER SOLVENT-FREE CONDITIONS. THIS PROCEDURE FOR THE SYNTHESIS OF N -HETEROARYL FORMAMIDES WORKS WELL FOR ELECTRON-DEFICIENT PRIMARY HETEROARYLAMINES. THE NOVEL SYNTHESIS OFFERS THE ADVANTAGES OF SIMPLICITY, SHORT REACTION TIMES, EXTREMELY MILD REACTION CONDITIONS AND ENVIRONMENTALLY BENIGN. THE CATALYST COULD BE RECYCLED AND REUSED WITHOUT A NOTICEABLY DECREASE IN ITS ACTIVITY. ALL PRODUCTS WERE WELL CHARACTERIZED BY 1H NMR, 13C NMR, FT IR, MASS SPECTRA, AND MELTING.

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APA: Copy

OLYAEI, ABOLFAZL, & RAZEGHI, REZA. (2013). NANOSIZED AL₂O₃-CATALYZED N-FORMYLATION OF HETEROARYL AMINES WITH FORMIC ACID. IRANIAN CHEMISTRY CONGRESS. SID. https://sid.ir/paper/914710/en

Vancouver: Copy

OLYAEI ABOLFAZL, RAZEGHI REZA. NANOSIZED AL₂O₃-CATALYZED N-FORMYLATION OF HETEROARYL AMINES WITH FORMIC ACID. 2013. Available from: https://sid.ir/paper/914710/en

IEEE: Copy

ABOLFAZL OLYAEI, and REZA RAZEGHI, “NANOSIZED AL₂O₃-CATALYZED N-FORMYLATION OF HETEROARYL AMINES WITH FORMIC ACID,” presented at the IRANIAN CHEMISTRY CONGRESS. 2013, [Online]. Available: https://sid.ir/paper/914710/en

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