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Title

THREE-COMPONENT REACTION BETWEEN ALKYL (ARYL) ISOCYANIDES AND DIALKYL ACETYLENEDICARBOXYLATES IN THE PRESENCE OF ETHYL TRIFLUOROACETATE: ONE-POT SYNTHESIS OF FUNCTIONALIZED DIALKYL 5- [ALKYL (ARYL) IMINO] -2-ETHOXY-2- (TRIFLUOROMETHYL) -2...

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Abstract

 THE DEVELOPMENT OF NEW AND SIMPLE SYNTHETIC APPROACHES FOR FULLY USED ORGANIC COMPOUNDS FROM READILY AVAILABLE REAGENTS IS ONE OF THE MAJOR AIMS IN ORGANIC SYNTHESIS. THE MULTICOMPONENT REACTIONS (MCRS), BY VIRTUE OF THEIR CONVERGENCE, PRODUCTIVITY, FACILE EXECUTION AND GENERALLY HIGH YIELDS OF PRODUCTS, HAVE ATTRACTED MUCH ATTENTION FROM THE VANTAGE POINT OF SYNTHETIC CHEMISTRY. IN PARTICULAR, ISOCYANIDE-BASED MULTICOMPONENT REACTIONS APPLY TO THE SYNTHESIS OF VARIOUS FURAN AND FURAN DERIVATIVES. WE NOW REPORT THE RESULT OF OUR INVESTIGATIONS FOR THE REACTION BETWEEN ALKYL (ARYL) ISOCYANIDES1 AND DIALKYL ACETYLENEDICARBOXYLATES 2 IN THE PRESENCE OF ETHYL TRIFLUOROACETATE3 IN REFLUXING CH2CL2. THE ONE-POT THREE-COMPONENT CONDENSATION REACTION WAS PROCEEDED AT 38OC AND COMPLETED AFTER 24H TO AFFORD DIALKYL 5- [ALKYL (ARYL) IMINO] -2-ETHOXY-2- (TRIFLUOROMETHYL) -2, 5-DIHYDROFURAN-3, 4-DICARBOXYLATE4 IN GOOD ISOLATED YIELDS IN THE ABSENCE OF A CATALYST. THE STRUCTURE OF COMPOUNDS4A-J WAS DEDUCED FROM THEIR IR, 1H NMR, 13C NMR, 19F NMR, MASS SPECTRAL DATA AND ELEMENTAL ANALYSIS. THE PRESENT PROCEDURE HAS THE ADVANTAGE THAT NOT ONLY THE REACTION IS PERFORMED UNDER NEUTRAL CONDITIONS BUT ALSO THE REACTANTS CAN BE MIXED WITHOUT ANY ACTIVATION OR MODIFICATION.

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    APA: Copy

    KHANDAN BARANI, KHATEREH, SHARAKI, MEHDI, & ELMI, SHIRIN. (2012). THREE-COMPONENT REACTION BETWEEN ALKYL (ARYL) ISOCYANIDES AND DIALKYL ACETYLENEDICARBOXYLATES IN THE PRESENCE OF ETHYL TRIFLUOROACETATE: ONE-POT SYNTHESIS OF FUNCTIONALIZED DIALKYL 5- [ALKYL (ARYL) IMINO] -2-ETHOXY-2- (TRIFLUOROMETHYL) -2.... IRANIAN SEMINAR OF ORGANIC CHEMISTRY. SID. https://sid.ir/paper/909500/en

    Vancouver: Copy

    KHANDAN BARANI KHATEREH, SHARAKI MEHDI, ELMI SHIRIN. THREE-COMPONENT REACTION BETWEEN ALKYL (ARYL) ISOCYANIDES AND DIALKYL ACETYLENEDICARBOXYLATES IN THE PRESENCE OF ETHYL TRIFLUOROACETATE: ONE-POT SYNTHESIS OF FUNCTIONALIZED DIALKYL 5- [ALKYL (ARYL) IMINO] -2-ETHOXY-2- (TRIFLUOROMETHYL) -2.... 2012. Available from: https://sid.ir/paper/909500/en

    IEEE: Copy

    KHATEREH KHANDAN BARANI, MEHDI SHARAKI, and SHIRIN ELMI, “THREE-COMPONENT REACTION BETWEEN ALKYL (ARYL) ISOCYANIDES AND DIALKYL ACETYLENEDICARBOXYLATES IN THE PRESENCE OF ETHYL TRIFLUOROACETATE: ONE-POT SYNTHESIS OF FUNCTIONALIZED DIALKYL 5- [ALKYL (ARYL) IMINO] -2-ETHOXY-2- (TRIFLUOROMETHYL) -2...,” presented at the IRANIAN SEMINAR OF ORGANIC CHEMISTRY. 2012, [Online]. Available: https://sid.ir/paper/909500/en

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