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Information Seminar Paper

Title

A SIMPLE AND ONE-POT SYNTHESIS OF STABLE PHOSPHORUS YLIDES FROM THE REACTION OF NH-CONTAINING COMPOUNDS WITH DIALKYL ACETYLENEDICARBOXYLATES IN THE PRESENCE OF TRIPHENYLPHOSPHINE

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Abstract

 STABLE CRYSTALLINE PHOSPHORUS YLIDES WERE OBTAINED IN EXCELLENT YIELDS FROM THE 1:1:1 ADDITION REACTION BETWEEN TRIPHENYLPHOSPHINE AND DIALKYL ACETYLENEDICARBOXYLATES, IN THE PRESENCE OF 2- CHLOROANILINE, 2-FLUOROANILINE AND 2-AMINOACETOPHENONE.THESE STABLE YLIDES EXIST IN SOLUTION AS A MIXTURE OF TWO GEOMETRICAL ISOMERS AS A RESULT OF RESTRICTED ROTATION AROUND THE CARBON-CARBON PARTIAL DOUBLE BOND RESULTING FROM THE CONJUGATION OF THE YLIDE MOIETY WITH THE ADJACENT CARBONYL GROUP. THE SYNTHESIS OF PHOSPHORUS YLIDES IS IMPORTANT IN ORGANIC CHEMISTRY BECAUSE OF THEIR APPLICATION IN THE SYNTHESIS OF ORGANIC PRODUCTS. PHOSPHORUS YLIDES ARE REACTIVE INTERMEDIATES, WHICH TAKE PART IN MANY VALUABLE REACTIONS IN ORGANIC SYNTHESIS. THESE YLIDES MOST OFTEN ARE PREPARED BY TREATMENT OF A PHOSPHONIUM SALT WITH A BASE AND PHOSPHONIUM SALTS USUALLY ARE MADE FROM THE PHOSPHINE AND AN ALKYL HALIDE. THE STRUCTURES OF COMPOUNDS 3A-C WERE DEDUCED FROM THEIR IR, 1H, 13C AND 31P NMR SPECTRUM. THE MASS SPECTRUM OF THEM DISPLAYED MOLECULAR ION PEAKS AT APPROPRIATE M/Z VALUES.

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    APA: Copy

    KHANDAN BARANI, KHATEREH, SHARAKI, MEHDI, & ELMI, SHIRIN. (2012). A SIMPLE AND ONE-POT SYNTHESIS OF STABLE PHOSPHORUS YLIDES FROM THE REACTION OF NH-CONTAINING COMPOUNDS WITH DIALKYL ACETYLENEDICARBOXYLATES IN THE PRESENCE OF TRIPHENYLPHOSPHINE. IRANIAN SEMINAR OF ORGANIC CHEMISTRY. SID. https://sid.ir/paper/909516/en

    Vancouver: Copy

    KHANDAN BARANI KHATEREH, SHARAKI MEHDI, ELMI SHIRIN. A SIMPLE AND ONE-POT SYNTHESIS OF STABLE PHOSPHORUS YLIDES FROM THE REACTION OF NH-CONTAINING COMPOUNDS WITH DIALKYL ACETYLENEDICARBOXYLATES IN THE PRESENCE OF TRIPHENYLPHOSPHINE. 2012. Available from: https://sid.ir/paper/909516/en

    IEEE: Copy

    KHATEREH KHANDAN BARANI, MEHDI SHARAKI, and SHIRIN ELMI, “A SIMPLE AND ONE-POT SYNTHESIS OF STABLE PHOSPHORUS YLIDES FROM THE REACTION OF NH-CONTAINING COMPOUNDS WITH DIALKYL ACETYLENEDICARBOXYLATES IN THE PRESENCE OF TRIPHENYLPHOSPHINE,” presented at the IRANIAN SEMINAR OF ORGANIC CHEMISTRY. 2012, [Online]. Available: https://sid.ir/paper/909516/en

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