Practical synthesis of N -substituted cyanamides via tiemann rearrangement of amidoximes

Chia Chi Lin; Tsung Han Hsieh; Pen Yuan Liao; Zhen Yuan Liao; Chih Wei Chang; Yu Chiao Shih; Wen Hsiung Yeh; Tun Cheng Chien

doi:10.1021/ol403645y

Practical synthesis of N -substituted cyanamides via tiemann rearrangement of amidoximes

Chia Chi Lin, Tsung Han Hsieh, Pen Yuan Liao, Zhen Yuan Liao, Chih Wei Chang, Yu Chiao Shih, Wen Hsiung Yeh, Tun Cheng Chien^*

^*Corresponding author for this work

Department of Chemistry

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

61 Citations (Scopus)

Abstract

A facile and general synthesis of various N-substituted cyanamides was accomplished by the Tiemann rearrangement of amidoximes with benzenesulfonyl chlorides (TsCl or o-NsCl) and DIPEA.

Original language	English
Pages (from-to)	892-895
Number of pages	4
Journal	Organic Letters
Volume	16
Issue number	3
DOIs	https://doi.org/10.1021/ol403645y
Publication status	Published - 2014 Feb 7

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol403645y

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title = "Practical synthesis of N -substituted cyanamides via tiemann rearrangement of amidoximes",

abstract = "A facile and general synthesis of various N-substituted cyanamides was accomplished by the Tiemann rearrangement of amidoximes with benzenesulfonyl chlorides (TsCl or o-NsCl) and DIPEA.",

author = "Lin, {Chia Chi} and Hsieh, {Tsung Han} and Liao, {Pen Yuan} and Liao, {Zhen Yuan} and Chang, {Chih Wei} and Shih, {Yu Chiao} and Yeh, {Wen Hsiung} and Chien, {Tun Cheng}",

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pages = "892--895",

journal = "Organic Letters",

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T1 - Practical synthesis of N -substituted cyanamides via tiemann rearrangement of amidoximes

AU - Lin, Chia Chi

AU - Hsieh, Tsung Han

AU - Liao, Pen Yuan

AU - Liao, Zhen Yuan

AU - Chang, Chih Wei

AU - Shih, Yu Chiao

AU - Yeh, Wen Hsiung

AU - Chien, Tun Cheng

PY - 2014/2/7

Y1 - 2014/2/7

N2 - A facile and general synthesis of various N-substituted cyanamides was accomplished by the Tiemann rearrangement of amidoximes with benzenesulfonyl chlorides (TsCl or o-NsCl) and DIPEA.

AB - A facile and general synthesis of various N-substituted cyanamides was accomplished by the Tiemann rearrangement of amidoximes with benzenesulfonyl chlorides (TsCl or o-NsCl) and DIPEA.

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U2 - 10.1021/ol403645y

DO - 10.1021/ol403645y

M3 - Article

AN - SCOPUS:84893866055

SN - 1523-7060

VL - 16

SP - 892

EP - 895

JO - Organic Letters

JF - Organic Letters

IS - 3

ER -

Practical synthesis of N -substituted cyanamides via tiemann rearrangement of amidoximes

Abstract

ASJC Scopus subject areas

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CCDC 974811: Experimental Crystal Structure Determination

CCDC 977104: Experimental Crystal Structure Determination

CCDC 974635: Experimental Crystal Structure Determination

Cite this

Practical synthesis of N -substituted cyanamides via tiemann rearrangement of amidoximes

Abstract

ASJC Scopus subject areas

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Datasets

CCDC 974811: Experimental Crystal Structure Determination

CCDC 977104: Experimental Crystal Structure Determination

CCDC 974635: Experimental Crystal Structure Determination

Cite this