Thiocarbonyl Surrogate via Combination of Sulfur and Chloroform for Thiocarbamide and Oxazolidinethione Construction

Wei Tan; Jianpeng Wei; Xuefeng Jiang

doi:10.1021/acs.orglett.7b00819

Thiocarbonyl Surrogate via Combination of Sulfur and Chloroform for Thiocarbamide and Oxazolidinethione Construction

Wei Tan
, Jianpeng Wei
, Xuefeng Jiang^*

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

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

82 Scopus citations

Abstract

An efficient and practical thiocarbonyl surrogate via combination of sulfur and chloroform has been developed. A variety of thiocarbamides and oxazolidinethiones have been established, including chiral thiourea catalysts and chiral oxazolidinethione auxiliaries with high selectivity. Meanwhile, pesticides Diafenthiuron (an acaricide), ANTU (a rodenticide), and Chloromethiuron (an insecticide) were practically synthesized through this method in gram scale. Dicholorocarbene, as the key intermediate, was further confirmed via a carbene-trapping control experiment.

Original language	English
Pages (from-to)	2166-2169
Number of pages	4
Journal	Organic Letters
Volume	19
Issue number	8
DOIs	https://doi.org/10.1021/acs.orglett.7b00819
State	Published - 21 Apr 2017

Access to Document

10.1021/acs.orglett.7b00819

Cite this

@article{5c5a950cb8cf41e3a18345bb729d64ac,

title = "Thiocarbonyl Surrogate via Combination of Sulfur and Chloroform for Thiocarbamide and Oxazolidinethione Construction",

abstract = "An efficient and practical thiocarbonyl surrogate via combination of sulfur and chloroform has been developed. A variety of thiocarbamides and oxazolidinethiones have been established, including chiral thiourea catalysts and chiral oxazolidinethione auxiliaries with high selectivity. Meanwhile, pesticides Diafenthiuron (an acaricide), ANTU (a rodenticide), and Chloromethiuron (an insecticide) were practically synthesized through this method in gram scale. Dicholorocarbene, as the key intermediate, was further confirmed via a carbene-trapping control experiment.",

author = "Wei Tan and Jianpeng Wei and Xuefeng Jiang",

note = "Publisher Copyright: {\textcopyright} 2017 American Chemical Society.",

year = "2017",

month = apr,

day = "21",

doi = "10.1021/acs.orglett.7b00819",

language = "英语",

volume = "19",

pages = "2166--2169",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "8",

}

TY - JOUR

T1 - Thiocarbonyl Surrogate via Combination of Sulfur and Chloroform for Thiocarbamide and Oxazolidinethione Construction

AU - Tan, Wei

AU - Wei, Jianpeng

AU - Jiang, Xuefeng

PY - 2017/4/21

Y1 - 2017/4/21

N2 - An efficient and practical thiocarbonyl surrogate via combination of sulfur and chloroform has been developed. A variety of thiocarbamides and oxazolidinethiones have been established, including chiral thiourea catalysts and chiral oxazolidinethione auxiliaries with high selectivity. Meanwhile, pesticides Diafenthiuron (an acaricide), ANTU (a rodenticide), and Chloromethiuron (an insecticide) were practically synthesized through this method in gram scale. Dicholorocarbene, as the key intermediate, was further confirmed via a carbene-trapping control experiment.

AB - An efficient and practical thiocarbonyl surrogate via combination of sulfur and chloroform has been developed. A variety of thiocarbamides and oxazolidinethiones have been established, including chiral thiourea catalysts and chiral oxazolidinethione auxiliaries with high selectivity. Meanwhile, pesticides Diafenthiuron (an acaricide), ANTU (a rodenticide), and Chloromethiuron (an insecticide) were practically synthesized through this method in gram scale. Dicholorocarbene, as the key intermediate, was further confirmed via a carbene-trapping control experiment.

UR - https://www.scopus.com/pages/publications/85018478828

U2 - 10.1021/acs.orglett.7b00819

DO - 10.1021/acs.orglett.7b00819

M3 - 文章

C2 - 28388051

AN - SCOPUS:85018478828

SN - 1523-7060

VL - 19

SP - 2166

EP - 2169

JO - Organic Letters

JF - Organic Letters

IS - 8

ER -

Thiocarbonyl Surrogate via Combination of Sulfur and Chloroform for Thiocarbamide and Oxazolidinethione Construction

Abstract

Access to Document

Other files and links

Fingerprint

Cite this