Iodine-catalyzed Michael addition of mercaptans to α,β- unsaturated ketones under solvent-free conditions

Cheng Ming Chu; Shijay Gao; M. N.V. Sastry; Ching Fa Yao

doi:10.1016/j.tetlet.2005.05.099

Iodine-catalyzed Michael addition of mercaptans to α,β- unsaturated ketones under solvent-free conditions

Cheng Ming Chu, Shijay Gao, M. N.V. Sastry, Ching Fa Yao^*

^*Corresponding author for this work

Department of Chemistry

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

105 Citations (Scopus)

Abstract

A simple and efficient method for the Michael reaction between various mercaptans and α,β-unsaturated ketones using a catalytic amount of iodine (5 mol %) to generate the 1,4-adduct has been reported. The significant features of the iodine catalyzed Michael addition are (a) operational simplicity, (b) inexpensive reagents, (c) high yields of products, (d) the use of relatively low or nontoxic reagents and (e) solvent-free conditions.

Original language	English
Pages (from-to)	4971-4974
Number of pages	4
Journal	Tetrahedron Letters
Volume	46
Issue number	30
DOIs	https://doi.org/10.1016/j.tetlet.2005.05.099
Publication status	Published - 2005 Jul 25

Keywords

Catalytic amounts
Ecofriendly
Michael addition
Molecular iodine
Solvent free
Unsaturated ketones
Various thiols

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2005.05.099

Cite this

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title = "Iodine-catalyzed Michael addition of mercaptans to α,β- unsaturated ketones under solvent-free conditions",

abstract = "A simple and efficient method for the Michael reaction between various mercaptans and α,β-unsaturated ketones using a catalytic amount of iodine (5 mol %) to generate the 1,4-adduct has been reported. The significant features of the iodine catalyzed Michael addition are (a) operational simplicity, (b) inexpensive reagents, (c) high yields of products, (d) the use of relatively low or nontoxic reagents and (e) solvent-free conditions.",

keywords = "Catalytic amounts, Ecofriendly, Michael addition, Molecular iodine, Solvent free, Unsaturated ketones, Various thiols",

author = "Chu, {Cheng Ming} and Shijay Gao and Sastry, {M. N.V.} and Yao, {Ching Fa}",

note = "Funding Information: Financial support for this work by the National Science Council of the Republic of China and National Taiwan Normal University (ORD93-C) is gratefully acknowledged.",

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T1 - Iodine-catalyzed Michael addition of mercaptans to α,β- unsaturated ketones under solvent-free conditions

AU - Chu, Cheng Ming

AU - Gao, Shijay

AU - Sastry, M. N.V.

AU - Yao, Ching Fa

N1 - Funding Information: Financial support for this work by the National Science Council of the Republic of China and National Taiwan Normal University (ORD93-C) is gratefully acknowledged.

PY - 2005/7/25

Y1 - 2005/7/25

N2 - A simple and efficient method for the Michael reaction between various mercaptans and α,β-unsaturated ketones using a catalytic amount of iodine (5 mol %) to generate the 1,4-adduct has been reported. The significant features of the iodine catalyzed Michael addition are (a) operational simplicity, (b) inexpensive reagents, (c) high yields of products, (d) the use of relatively low or nontoxic reagents and (e) solvent-free conditions.

AB - A simple and efficient method for the Michael reaction between various mercaptans and α,β-unsaturated ketones using a catalytic amount of iodine (5 mol %) to generate the 1,4-adduct has been reported. The significant features of the iodine catalyzed Michael addition are (a) operational simplicity, (b) inexpensive reagents, (c) high yields of products, (d) the use of relatively low or nontoxic reagents and (e) solvent-free conditions.

KW - Catalytic amounts

KW - Ecofriendly

KW - Michael addition

KW - Molecular iodine

KW - Solvent free

KW - Unsaturated ketones

KW - Various thiols

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DO - 10.1016/j.tetlet.2005.05.099

M3 - Article

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SN - 0040-4039

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 30

ER -

Iodine-catalyzed Michael addition of mercaptans to α,β- unsaturated ketones under solvent-free conditions

Abstract

Keywords

ASJC Scopus subject areas

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