Stereoselective synthesis of α,β-unsaturated carboxylic acids from alkynes using the Fe(CO) 5/t-BuOK/AcOH/CH 2Cl 2 reagent system

Mallesh Beesu; Mariappan Periasamy

doi:10.1016/j.jorganchem.2012.01.005

Stereoselective synthesis of α,β-unsaturated carboxylic acids from alkynes using the Fe(CO) ₅/t-BuOK/AcOH/CH ₂Cl ₂ reagent system

Mallesh Beesu, Mariappan Periasamy

Medicinal Chemistry

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

8 Scopus citations

Abstract

Reactive iron carbonyl species generated in situ using the Fe(CO) ₅/t-BuOK/CH ₃COOH/CH ₂Cl ₂ reagent system reacts with alkynes to give the corresponding α,β-unsaturated carboxylic acids after CuCl ₂·2H ₂O oxidation with some regio and stereoselectivity.

Original language	English (US)
Pages (from-to)	30-33
Number of pages	4
Journal	Journal of Organometallic Chemistry
Volume	705
DOIs	https://doi.org/10.1016/j.jorganchem.2012.01.005
State	Published - May 15 2012

Bibliographical note

Funding Information:
We thank the CSIR (New Delhi) for research fellowship to MB. DST support through a J. C. Bose National Fellowship grant to MP is gratefully acknowledged. We also thank the DST for the 400 MHz NMR facility under FIST program. This research work is also supported by the UGC under the “University of Potential for Excellence”, the Center for Advanced Study (CAS) and the UGC-MHRD Chemistry Networking Resource Center programs.

Keywords

Alkynes
Hydrocarboxylation
Iron carbonyls
α,β-Unsaturated carboxylic acids

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10.1016/j.jorganchem.2012.01.005

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Cite this

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title = "Stereoselective synthesis of α,β-unsaturated carboxylic acids from alkynes using the Fe(CO) 5/t-BuOK/AcOH/CH 2Cl 2 reagent system",

abstract = "Reactive iron carbonyl species generated in situ using the Fe(CO) 5/t-BuOK/CH 3COOH/CH 2Cl 2 reagent system reacts with alkynes to give the corresponding α,β-unsaturated carboxylic acids after CuCl 2·2H 2O oxidation with some regio and stereoselectivity.",

keywords = "Alkynes, Hydrocarboxylation, Iron carbonyls, α,β-Unsaturated carboxylic acids",

author = "Mallesh Beesu and Mariappan Periasamy",

note = "Funding Information: We thank the CSIR (New Delhi) for research fellowship to MB. DST support through a J. C. Bose National Fellowship grant to MP is gratefully acknowledged. We also thank the DST for the 400 MHz NMR facility under FIST program. This research work is also supported by the UGC under the “University of Potential for Excellence”, the Center for Advanced Study (CAS) and the UGC-MHRD Chemistry Networking Resource Center programs. ",

year = "2012",

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doi = "10.1016/j.jorganchem.2012.01.005",

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AU - Beesu, Mallesh

AU - Periasamy, Mariappan

N1 - Funding Information: We thank the CSIR (New Delhi) for research fellowship to MB. DST support through a J. C. Bose National Fellowship grant to MP is gratefully acknowledged. We also thank the DST for the 400 MHz NMR facility under FIST program. This research work is also supported by the UGC under the “University of Potential for Excellence”, the Center for Advanced Study (CAS) and the UGC-MHRD Chemistry Networking Resource Center programs.

PY - 2012/5/15

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N2 - Reactive iron carbonyl species generated in situ using the Fe(CO) 5/t-BuOK/CH 3COOH/CH 2Cl 2 reagent system reacts with alkynes to give the corresponding α,β-unsaturated carboxylic acids after CuCl 2·2H 2O oxidation with some regio and stereoselectivity.

AB - Reactive iron carbonyl species generated in situ using the Fe(CO) 5/t-BuOK/CH 3COOH/CH 2Cl 2 reagent system reacts with alkynes to give the corresponding α,β-unsaturated carboxylic acids after CuCl 2·2H 2O oxidation with some regio and stereoselectivity.

KW - Alkynes

KW - Hydrocarboxylation

KW - Iron carbonyls

KW - α,β-Unsaturated carboxylic acids

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