Silicon-based thiourea-mediated and microwave-assisted thio-Michael addition under solvent-free reaction conditions

Kamalakannan Prabakaran; MacHindra Gund; Tae Kyu Kim; Euh Duck Jeong; Chae Young Oh; Fazlur Rahman Nawaz Khan; Jong Sung Jin

doi:10.2478/s11696-011-0052-z

Silicon-based thiourea-mediated and microwave-assisted thio-Michael addition under solvent-free reaction conditions

Kamalakannan Prabakaran, MacHindra Gund, Tae Kyu Kim, Euh Duck Jeong, Chae Young Oh, Fazlur Rahman Nawaz Khan, Jong Sung Jin

Department of Chemistry

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

2 Citations (Scopus)

Abstract

Silicon-based thiourea (SiliaBond® Thiourea) (Si-THU), a heterogeneous catalyst, has been applied to the highly selective C\-S bond formation via Michael addition of thiols to a,β-unsaturated carbonyl compounds under solvent-free conditions at 55-60°C. The thio-Michael addition products were obtained in an excellent yield under optimised conditions. This methodology involving a metal-free as well as a metal scavenger catalyst has been found to be an alternative method for the thio-Michael addition reaction.

Original language	English
Pages (from-to)	707-713
Number of pages	7
Journal	Chemical Papers
Volume	65
Issue number	5
DOIs	https://doi.org/10.2478/s11696-011-0052-z
Publication status	Published - 2011 Oct

Bibliographical note

Funding Information:
Acknowledgements. We gratefully acknowledge financial support from the Department of Science and Technology, Government of India (Grant No. SR/FTP/CS-99/2006). The authors are grateful to the VIT University management for their generous support and facilities. We also wish to thank the SAIF, IIT Madras, Chennai for providing the NMR and MS facility.

All Science Journal Classification (ASJC) codes

Chemistry(all)
Biochemistry
Chemical Engineering(all)
Industrial and Manufacturing Engineering
Materials Chemistry

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Cite this

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title = "Silicon-based thiourea-mediated and microwave-assisted thio-Michael addition under solvent-free reaction conditions",

abstract = "Silicon-based thiourea (SiliaBond{\textregistered} Thiourea) (Si-THU), a heterogeneous catalyst, has been applied to the highly selective C\-S bond formation via Michael addition of thiols to a,β-unsaturated carbonyl compounds under solvent-free conditions at 55-60°C. The thio-Michael addition products were obtained in an excellent yield under optimised conditions. This methodology involving a metal-free as well as a metal scavenger catalyst has been found to be an alternative method for the thio-Michael addition reaction.",

author = "Kamalakannan Prabakaran and MacHindra Gund and Kim, {Tae Kyu} and Jeong, {Euh Duck} and Oh, {Chae Young} and Khan, {Fazlur Rahman Nawaz} and Jin, {Jong Sung}",

note = "Funding Information: Acknowledgements. We gratefully acknowledge financial support from the Department of Science and Technology, Government of India (Grant No. SR/FTP/CS-99/2006). The authors are grateful to the VIT University management for their generous support and facilities. We also wish to thank the SAIF, IIT Madras, Chennai for providing the NMR and MS facility.",

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doi = "10.2478/s11696-011-0052-z",

language = "English",

volume = "65",

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AU - Prabakaran, Kamalakannan

AU - Gund, MacHindra

AU - Kim, Tae Kyu

AU - Jeong, Euh Duck

AU - Oh, Chae Young

AU - Khan, Fazlur Rahman Nawaz

AU - Jin, Jong Sung

N1 - Funding Information: Acknowledgements. We gratefully acknowledge financial support from the Department of Science and Technology, Government of India (Grant No. SR/FTP/CS-99/2006). The authors are grateful to the VIT University management for their generous support and facilities. We also wish to thank the SAIF, IIT Madras, Chennai for providing the NMR and MS facility.

PY - 2011/10

Y1 - 2011/10

N2 - Silicon-based thiourea (SiliaBond® Thiourea) (Si-THU), a heterogeneous catalyst, has been applied to the highly selective C\-S bond formation via Michael addition of thiols to a,β-unsaturated carbonyl compounds under solvent-free conditions at 55-60°C. The thio-Michael addition products were obtained in an excellent yield under optimised conditions. This methodology involving a metal-free as well as a metal scavenger catalyst has been found to be an alternative method for the thio-Michael addition reaction.

AB - Silicon-based thiourea (SiliaBond® Thiourea) (Si-THU), a heterogeneous catalyst, has been applied to the highly selective C\-S bond formation via Michael addition of thiols to a,β-unsaturated carbonyl compounds under solvent-free conditions at 55-60°C. The thio-Michael addition products were obtained in an excellent yield under optimised conditions. This methodology involving a metal-free as well as a metal scavenger catalyst has been found to be an alternative method for the thio-Michael addition reaction.

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Silicon-based thiourea-mediated and microwave-assisted thio-Michael addition under solvent-free reaction conditions

Abstract

Bibliographical note

All Science Journal Classification (ASJC) codes

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