Ionic-liquid-supported 1,5,7-triazabicyclo[4.4.0]dec-5-ene - An efficient and recyclable organocatalyst for Michael addition to α,β-unsaturated ketones

Manoj Kumar Muthyala; Bhupender S. Chhikara; Keykavous Parang; Anil Kumar

doi:10.1139/v11-162

Ionic-liquid-supported 1,5,7-triazabicyclo[4.4.0]dec-5-ene - An efficient and recyclable organocatalyst for Michael addition to α,β-unsaturated ketones

Manoj Kumar Muthyala, Bhupender S. Chhikara, Keykavous Parang, Anil Kumar

Research output: Contribution to journal › Article › peer-review

6 Scopus citations

Abstract

A novel ionic-liquid-supported 1,5,7-triazabicyclo[4.4.0]dec-5-ene (IL-TBD) was synthesized and investigated for its ability to act as an active organocatalyst in the Michael addition of active methylene compounds and thiophenols to chalcones under solvent-free conditions. The IL-TBD afforded Michael addition products in excellent yields (82%-94%) at room temperature, and it was simply recycled and reused at least five times without significant loss of catalytic activity.

Original language	English (US)
Pages (from-to)	290-297
Number of pages	8
Journal	Canadian Journal of Chemistry
Volume	90
Issue number	3
DOIs	https://doi.org/10.1139/v11-162
State	Published - Mar 2012
Externally published	Yes

Keywords

α,β-unsaturated ketones
Ionic liquid
Michael addition
Organocatalyst
Supported catalysis

ASJC Scopus subject areas

General Chemistry
Organic Chemistry
Catalysis

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10.1139/v11-162

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title = "Ionic-liquid-supported 1,5,7-triazabicyclo[4.4.0]dec-5-ene - An efficient and recyclable organocatalyst for Michael addition to α,β-unsaturated ketones",

abstract = "A novel ionic-liquid-supported 1,5,7-triazabicyclo[4.4.0]dec-5-ene (IL-TBD) was synthesized and investigated for its ability to act as an active organocatalyst in the Michael addition of active methylene compounds and thiophenols to chalcones under solvent-free conditions. The IL-TBD afforded Michael addition products in excellent yields (82%-94%) at room temperature, and it was simply recycled and reused at least five times without significant loss of catalytic activity.",

keywords = "α,β-unsaturated ketones, Ionic liquid, Michael addition, Organocatalyst, Supported catalysis",

author = "Muthyala, {Manoj Kumar} and Chhikara, {Bhupender S.} and Keykavous Parang and Anil Kumar",

year = "2012",

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doi = "10.1139/v11-162",

language = "English (US)",

volume = "90",

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journal = "Canadian Journal of Chemistry",

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publisher = "National Research Council of Canada",

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T1 - Ionic-liquid-supported 1,5,7-triazabicyclo[4.4.0]dec-5-ene - An efficient and recyclable organocatalyst for Michael addition to α,β-unsaturated ketones

AU - Muthyala, Manoj Kumar

AU - Chhikara, Bhupender S.

AU - Parang, Keykavous

AU - Kumar, Anil

PY - 2012/3

Y1 - 2012/3

N2 - A novel ionic-liquid-supported 1,5,7-triazabicyclo[4.4.0]dec-5-ene (IL-TBD) was synthesized and investigated for its ability to act as an active organocatalyst in the Michael addition of active methylene compounds and thiophenols to chalcones under solvent-free conditions. The IL-TBD afforded Michael addition products in excellent yields (82%-94%) at room temperature, and it was simply recycled and reused at least five times without significant loss of catalytic activity.

AB - A novel ionic-liquid-supported 1,5,7-triazabicyclo[4.4.0]dec-5-ene (IL-TBD) was synthesized and investigated for its ability to act as an active organocatalyst in the Michael addition of active methylene compounds and thiophenols to chalcones under solvent-free conditions. The IL-TBD afforded Michael addition products in excellent yields (82%-94%) at room temperature, and it was simply recycled and reused at least five times without significant loss of catalytic activity.

KW - α,β-unsaturated ketones

KW - Ionic liquid

KW - Michael addition

KW - Organocatalyst

KW - Supported catalysis

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DO - 10.1139/v11-162

M3 - Article

AN - SCOPUS:84863279337

SN - 0008-4042

VL - 90

SP - 290

EP - 297

JO - Canadian Journal of Chemistry

JF - Canadian Journal of Chemistry

IS - 3

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Ionic-liquid-supported 1,5,7-triazabicyclo[4.4.0]dec-5-ene - An efficient and recyclable organocatalyst for Michael addition to α,β-unsaturated ketones

Abstract

Keywords

ASJC Scopus subject areas

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