Preparation of imidazolinium salts by the Pd-catalyzed reduction of thioureas with triethylsilane and trialkylsilyl triflate

Takehiko Matsumura; Masahisa Nakada

doi:10.1016/j.tetlet.2014.01.022

Preparation of imidazolinium salts by the Pd-catalyzed reduction of thioureas with triethylsilane and trialkylsilyl triflate

Takehiko Matsumura, Masahisa Nakada^*

^*Corresponding author for this work

School of Advanced Science and Engineering

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

16 Citations (Scopus)

Abstract

A Pd-catalyzed method for the preparation of imidazolinium salts from the corresponding thioureas that could then be used for the synthesis of imidazolium and amidinium salts is described. This method has great potential because all the required reagents are readily available and thioureas are safely converted to their corresponding precursors of NHCs under mild conditions.

Original language	English
Pages (from-to)	1412-1415
Number of pages	4
Journal	Tetrahedron Letters
Volume	55
Issue number	8
DOIs	https://doi.org/10.1016/j.tetlet.2014.01.022
Publication status	Published - 2014 Feb 19

Keywords

Carbon-sulfur bond cleavage
Imidazolinium salt
NHC
Palladium
Thiourea

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2014.01.022

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title = "Preparation of imidazolinium salts by the Pd-catalyzed reduction of thioureas with triethylsilane and trialkylsilyl triflate",

abstract = "A Pd-catalyzed method for the preparation of imidazolinium salts from the corresponding thioureas that could then be used for the synthesis of imidazolium and amidinium salts is described. This method has great potential because all the required reagents are readily available and thioureas are safely converted to their corresponding precursors of NHCs under mild conditions.",

keywords = "Carbon-sulfur bond cleavage, Imidazolinium salt, NHC, Palladium, Thiourea",

author = "Takehiko Matsumura and Masahisa Nakada",

note = "Funding Information: This work was financially supported in part by Waseda University Grant for Special Research Projects, The Grant-in-Aid for Scientific Research on Innovative Areas {\textquoteleft} Organic Synthesis based on Reaction Integration, Development of New Methods and Creation of New Substances {\textquoteright} (No. 2105 ), and Grants for Excellent Graduate Schools (Practical Chemical Wisdom), MEXT, Japan. ",

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AU - Matsumura, Takehiko

AU - Nakada, Masahisa

N1 - Funding Information: This work was financially supported in part by Waseda University Grant for Special Research Projects, The Grant-in-Aid for Scientific Research on Innovative Areas ‘ Organic Synthesis based on Reaction Integration, Development of New Methods and Creation of New Substances ’ (No. 2105 ), and Grants for Excellent Graduate Schools (Practical Chemical Wisdom), MEXT, Japan.

PY - 2014/2/19

Y1 - 2014/2/19

N2 - A Pd-catalyzed method for the preparation of imidazolinium salts from the corresponding thioureas that could then be used for the synthesis of imidazolium and amidinium salts is described. This method has great potential because all the required reagents are readily available and thioureas are safely converted to their corresponding precursors of NHCs under mild conditions.

AB - A Pd-catalyzed method for the preparation of imidazolinium salts from the corresponding thioureas that could then be used for the synthesis of imidazolium and amidinium salts is described. This method has great potential because all the required reagents are readily available and thioureas are safely converted to their corresponding precursors of NHCs under mild conditions.

KW - Carbon-sulfur bond cleavage

KW - Imidazolinium salt

KW - NHC

KW - Palladium

KW - Thiourea

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JO - Tetrahedron Letters

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Preparation of imidazolinium salts by the Pd-catalyzed reduction of thioureas with triethylsilane and trialkylsilyl triflate

Abstract

Keywords

ASJC Scopus subject areas

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