MICROWAVE–ASSISTED SYNTHESIS OF 1, 3-OXATHIOLANE DERIVATIVES FROM THE MULTICOMPONENT REACTION OF EPOXIDES

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ROSTAMI CHARATI FARAMARZ; SHAHRAKI MEHDI; HOSSEINI TABATABAEI MOHAMMAD R.

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Seminar Paper

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

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Title

MICROWAVE–ASSISTED SYNTHESIS OF 1, 3-OXATHIOLANE DERIVATIVES FROM THE MULTICOMPONENT REACTION OF EPOXIDES

Author(s)

ROSTAMI CHARATI FARAMARZ | SHAHRAKI MEHDI | HOSSEINI TABATABAEI MOHAMMAD R.

Keywords

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Abstract

BECAUSE OF THE STRAIN INDUCED BY THE PRESENCE OF A THREE MEMBERED RING [1], EPOXIDES ARE SIGNIFICANTLY MORE REACTIVE THAN TO OTHER ETHERS. THUS, THEY BECOME AS USEFUL BUILDING BLOG COMPOUNDS IN ORGANIC SYNTHESIS. SYNTHETIC PROCEDURES FOR EPOXIDE RING OPENING CAN BE BASED ON NUCLEOPHILIC OR PROTIC/LEWIS ACID-MEDIATED ELECTROPHILIC RING OPENING. A NUMBER OF PROCEDURES WHICH FEATURE THE OXYPHILIC LEWIS CHARACTER OF METAL IONS AND NON-METALLIC LEWIS ACIDS HAVE BEEN DEVELOPED. SUITABLE EPOXIDE OPENING CATALYSTS INCLUDE LEWIS ACIDS, LEWIS BASES, BRONSTED ACIDS, THIOXANTHENONE-FUSED AZACROWN ETHERS, SCHIFF BASE AND PORPHYRIN COMPLEXES.ALSO, COMPOUNDS CONTAINING AN IMINE GROUP ARE INCREASINGLY IMPORTANT IN ORGANIC SYNTHESIS AND THE MECHANISM OF THE CIS/TRANS ISOMERIZATION OF IMINES IS BEING STUDIED IN DETAIL. THE 1, 3-OXATHIOLANE-2-IMINE STRUCTURES INCLUDES AN EXOCYCLIC IMINE GROUP AND CAN BE USED IN ORGANIC SYNTHESIS FOR THE PREPARATION OF BIOLOGICALLY ACTIVE COMPOUNDS. AS PART OF OUR CURRENT STUDIES ON THE DEVELOPMENT OF NEW ROUTES IN HETEROCYCLIC SYNTHESIS, WE REPORT AN EFFICIENT PROCEDURE FOR DIRECT SYNTHESIS OF 1, 3-OXATHIOLAN DERIVATIVES4 FROM THE REACTION OF EOPXIDE 1, CARBON DISULFIDE 2 AND CHACIDS 3MICROWAVE CONDITIONS AT 70OC IN EXCELLENT YIELD (SCHEME 1).

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APA: Copy

ROSTAMI CHARATI, FARAMARZ, SHAHRAKI, MEHDI, & HOSSEINI TABATABAEI, MOHAMMAD R.. (2012). MICROWAVE–ASSISTED SYNTHESIS OF 1, 3-OXATHIOLANE DERIVATIVES FROM THE MULTICOMPONENT REACTION OF EPOXIDES. IRANIAN SEMINAR OF ORGANIC CHEMISTRY. SID. https://sid.ir/paper/909480/en

Vancouver: Copy

ROSTAMI CHARATI FARAMARZ, SHAHRAKI MEHDI, HOSSEINI TABATABAEI MOHAMMAD R.. MICROWAVE–ASSISTED SYNTHESIS OF 1, 3-OXATHIOLANE DERIVATIVES FROM THE MULTICOMPONENT REACTION OF EPOXIDES. 2012. Available from: https://sid.ir/paper/909480/en

IEEE: Copy

FARAMARZ ROSTAMI CHARATI, MEHDI SHAHRAKI, and MOHAMMAD R. HOSSEINI TABATABAEI, “MICROWAVE–ASSISTED SYNTHESIS OF 1, 3-OXATHIOLANE DERIVATIVES FROM THE MULTICOMPONENT REACTION OF EPOXIDES,” presented at the IRANIAN SEMINAR OF ORGANIC CHEMISTRY. 2012, [Online]. Available: https://sid.ir/paper/909480/en

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