Optimized one-pot synthesis of monoarylidene and unsymmetrical diarylidene cycloalkanones

Ionic liquid dimethylammonium dimethylcarbamate (DIMCARB) catalyzed reaction for the synthesis of monoarylidene and unsymmetrical diarylidene cycloalkanones has been developed. Catalytic amount of DIMCARB was used in green solvent (water and ethanol) for different reaction of cyclic and acyclic keto...

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Published inArabian journal of chemistry Vol. 12; no. 8; pp. 4756 - 4763
Main Authors Din, Zia Ud, Rodrigues-Filho, Edson
Format Journal Article
LanguageEnglish
Published Elsevier B.V 01.12.2019
Elsevier
Subjects
Curcuminoids
Diarylidene cycloalkanone
DIMCARB
Ionic liquid
Monoarylidene
DIMCARB
Diarylidene cycloalkanone
Curcuminoids
Monoarylidene
Ionic liquid
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Abstract Ionic liquid dimethylammonium dimethylcarbamate (DIMCARB) catalyzed reaction for the synthesis of monoarylidene and unsymmetrical diarylidene cycloalkanones has been developed. Catalytic amount of DIMCARB was used in green solvent (water and ethanol) for different reaction of cyclic and acyclic ketones with different electron donating and withdrawing substituted aldehydes. Yields were recorded from low to excellent. This synthetic methodology provides mild, efficient, and environmentally friendly access to unsymmetrical curcuminoid analogs, avoiding the use of excess catalysts, chlorinated organic solvent, and high temperature reaction. It is green and environmentally sound alternative to the existing protocols for the synthesis of pharmaceutically important unsymmetrical natural product analogs.
AbstractList Ionic liquid dimethylammonium dimethylcarbamate (DIMCARB) catalyzed reaction for the synthesis of monoarylidene and unsymmetrical diarylidene cycloalkanones has been developed. Catalytic amount of DIMCARB was used in green solvent (water and ethanol) for different reaction of cyclic and acyclic ketones with different electron donating and withdrawing substituted aldehydes. Yields were recorded from low to excellent. This synthetic methodology provides mild, efficient, and environmentally friendly access to unsymmetrical curcuminoid analogs, avoiding the use of excess catalysts, chlorinated organic solvent, and high temperature reaction. It is green and environmentally sound alternative to the existing protocols for the synthesis of pharmaceutically important unsymmetrical natural product analogs. Keywords: Monoarylidene, Diarylidene cycloalkanone, Ionic liquid, DIMCARB, Curcuminoids
Ionic liquid dimethylammonium dimethylcarbamate (DIMCARB) catalyzed reaction for the synthesis of monoarylidene and unsymmetrical diarylidene cycloalkanones has been developed. Catalytic amount of DIMCARB was used in green solvent (water and ethanol) for different reaction of cyclic and acyclic ketones with different electron donating and withdrawing substituted aldehydes. Yields were recorded from low to excellent. This synthetic methodology provides mild, efficient, and environmentally friendly access to unsymmetrical curcuminoid analogs, avoiding the use of excess catalysts, chlorinated organic solvent, and high temperature reaction. It is green and environmentally sound alternative to the existing protocols for the synthesis of pharmaceutically important unsymmetrical natural product analogs.
Author Din, Zia Ud
Rodrigues-Filho, Edson
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Keywords DIMCARB
Diarylidene cycloalkanone
Curcuminoids
Monoarylidene
Ionic liquid
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SubjectTerms Curcuminoids
Diarylidene cycloalkanone
DIMCARB
Ionic liquid
Monoarylidene
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Title Optimized one-pot synthesis of monoarylidene and unsymmetrical diarylidene cycloalkanones
URI https://dx.doi.org/10.1016/j.arabjc.2016.09.014
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