AN EFFICIENT PROTOCOL FOR DEPROTECTION OF OXIMES TO CARBONYL COMPOUNDS CATALYZED BY CRO3 SUPPORTED ON NANO SILICA

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ZEYNIZADEH BEHZAD; KARIMKOSHTEH MOSTAFA

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Seminar Paper

Paper Information

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

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Title

AN EFFICIENT PROTOCOL FOR DEPROTECTION OF OXIMES TO CARBONYL COMPOUNDS CATALYZED BY CRO3 SUPPORTED ON NANO SILICA

Author(s)

ZEYNIZADEH BEHZAD | KARIMKOSHTEH MOSTAFA

Keywords

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Abstract

RECOVERY OF ALDEHYDES AND KETONES FROM OXIMES IS ONE OF THE MOST IMPORTANT REACTIONS IN ORGANIC SYNTHESIS, BECAUSE OXIMES ARE SERVED AS AN EFFICIENT PROTECTIVE GROUP FOR CARBONYL COMPOUNDS WHICH ARE EXTENSIVELY USED FOR THE PURIFICATION OF CARBONYL COMPOUNDS. AT THE SAME TIME, OXIMES COULD BE PREPARED FROM NON-CARBONYL COMPOUNDS, AND THE REGENERATION OF CARBONYL COMPOUNDS FROM OXIMES REPRESENTS A POTENTIAL ROUTE FOR SYNTHESIS OF ALDEHYDES AND KETONES.VARIOUS METHODS INCLUDING HYDROLYSIS BY ACIDS, REDUCTIVE DEOXIMATION AND OXIDATIVE DEOXIMATION HAVE BEEN DEVELOPED FOR THIS PROCESS. UNFORTUNATELY IN MOST OF THE REPORTED PROTOCOLS, USING STOICHIOMETRIC AMOUNTS OF ACID, OXIDIZING OR REDUCING AGENTS INCORPORATED WITH LOW TO MODERATE YIELDS ARE MAJOR SHORTCOMINGS AND PUTS SOME RESTRICTIONS FOR THE APPLICATION FOR LARGE SCALE SYNTHESIS. THEREFORE, THE DEVELOPMENT OF CLEAN, SELECTIVE AND EFFICIENT PROTOCOL FOR CLEAVAGE OF NITROGEN-CONTAINING DERIVATIVES SPECIALLY OXIMES TO AFFORD CARBONYL COMPOUNDS IS HIGHLY DESIRABLE.WE REPORT HERE AN EFFICIENT AND RAPID DEOXIMATION METHOD USING NANO CRO3-ALCL3 SYSTEM, FOR CONVERSION OF VARIOUS OXIMES TO THE CORRESPONDING CARBONYLS UNDER SOLVENT-FREE CONDITIONS. THIS METHOD OFFERS SOME ADVANTAGES IN TERM OF CLEAN REACTION CONDITIONS, SHORT REACTION TIMES, EASY WORK-UP PROCEDURE AND HIGH YIELDS (SCHEME).

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APA: Copy

ZEYNIZADEH, BEHZAD, & KARIMKOSHTEH, MOSTAFA. (2012). AN EFFICIENT PROTOCOL FOR DEPROTECTION OF OXIMES TO CARBONYL COMPOUNDS CATALYZED BY CRO3 SUPPORTED ON NANO SILICA. IRANIAN SEMINAR OF ORGANIC CHEMISTRY. SID. https://sid.ir/paper/909486/en

Vancouver: Copy

ZEYNIZADEH BEHZAD, KARIMKOSHTEH MOSTAFA. AN EFFICIENT PROTOCOL FOR DEPROTECTION OF OXIMES TO CARBONYL COMPOUNDS CATALYZED BY CRO3 SUPPORTED ON NANO SILICA. 2012. Available from: https://sid.ir/paper/909486/en

IEEE: Copy

BEHZAD ZEYNIZADEH, and MOSTAFA KARIMKOSHTEH, “AN EFFICIENT PROTOCOL FOR DEPROTECTION OF OXIMES TO CARBONYL COMPOUNDS CATALYZED BY CRO3 SUPPORTED ON NANO SILICA,” presented at the IRANIAN SEMINAR OF ORGANIC CHEMISTRY. 2012, [Online]. Available: https://sid.ir/paper/909486/en

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