Intramolecular nucleophilic substitution at an sp2 carbon: synthesis of substituted thiazoles and imidazole-2-thiones

Shu Su Shen; Mao Yi Lei; Yun Xuan Wong; Mun Ling Tong; Priscilla Lu Yi Teo; Shunsuke Chiba; Koichi Narasaka

doi:10.1016/j.tetlet.2008.12.118

Intramolecular nucleophilic substitution at an sp² carbon: synthesis of substituted thiazoles and imidazole-2-thiones

Shu Su Shen, Mao Yi Lei, Yun Xuan Wong, Mun Ling Tong, Priscilla Lu Yi Teo, Shunsuke Chiba, Koichi Narasaka^*

^*Corresponding author for this work

Nanyang Technological University

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

22 Citations (Scopus)

Abstract

The nucleophilic substitution reactions of vinylic bromides with intramolecular thioamide or thiourea moieties proceed to give a series of substituted thiazoles and imidazole-2-thiones.

Original language	English
Pages (from-to)	3161-3163
Number of pages	3
Journal	Tetrahedron Letters
Volume	50
Issue number	26
DOIs	https://doi.org/10.1016/j.tetlet.2008.12.118
Publication status	Published - Jul 1 2009
Externally published	Yes

ASJC Scopus Subject Areas

Biochemistry
Drug Discovery
Organic Chemistry

Keywords

Imidazole-2-thiones
Intramolecular nucleophilic substitution
Thiazoles
Vinylic substitution

Access to Document

10.1016/j.tetlet.2008.12.118

Cite this

@article{6c867539e36f4c788d6ec813a4b7e21e,

title = "Intramolecular nucleophilic substitution at an sp2 carbon: synthesis of substituted thiazoles and imidazole-2-thiones",

abstract = "The nucleophilic substitution reactions of vinylic bromides with intramolecular thioamide or thiourea moieties proceed to give a series of substituted thiazoles and imidazole-2-thiones.",

keywords = "Imidazole-2-thiones, Intramolecular nucleophilic substitution, Thiazoles, Vinylic substitution",

author = "Shen, {Shu Su} and Lei, {Mao Yi} and Wong, {Yun Xuan} and Tong, {Mun Ling} and Teo, {Priscilla Lu Yi} and Shunsuke Chiba and Koichi Narasaka",

year = "2009",

month = jul,

day = "1",

doi = "10.1016/j.tetlet.2008.12.118",

language = "English",

volume = "50",

pages = "3161--3163",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Limited",

number = "26",

}

TY - JOUR

T1 - Intramolecular nucleophilic substitution at an sp2 carbon

T2 - synthesis of substituted thiazoles and imidazole-2-thiones

AU - Shen, Shu Su

AU - Lei, Mao Yi

AU - Wong, Yun Xuan

AU - Tong, Mun Ling

AU - Teo, Priscilla Lu Yi

AU - Chiba, Shunsuke

AU - Narasaka, Koichi

PY - 2009/7/1

Y1 - 2009/7/1

N2 - The nucleophilic substitution reactions of vinylic bromides with intramolecular thioamide or thiourea moieties proceed to give a series of substituted thiazoles and imidazole-2-thiones.

AB - The nucleophilic substitution reactions of vinylic bromides with intramolecular thioamide or thiourea moieties proceed to give a series of substituted thiazoles and imidazole-2-thiones.

KW - Imidazole-2-thiones

KW - Intramolecular nucleophilic substitution

KW - Thiazoles

KW - Vinylic substitution

UR - http://www.scopus.com/inward/record.url?scp=67349173635&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=67349173635&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2008.12.118

DO - 10.1016/j.tetlet.2008.12.118

M3 - Article

AN - SCOPUS:67349173635

SN - 0040-4039

VL - 50

SP - 3161

EP - 3163

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 26

ER -