Hypervalent iodine catalyzed hofmann rearrangement of carboxamides using oxone as terminal oxidant

Akira Yoshimura; Kyle R. Middleton; Matthew W. Luedtke; Chenjie Zhu; Viktor V. Zhdankin

doi:10.1021/jo302375m

Hypervalent iodine catalyzed hofmann rearrangement of carboxamides using oxone as terminal oxidant

Akira Yoshimura, Kyle R. Middleton, Matthew W. Luedtke, Chenjie Zhu, Viktor V. Zhdankin

University of Minnesota Duluth

科研成果: 期刊稿件 › 文章 › 同行评审

56 引用（Scopus）

摘要

Hofmann rearrangement of carboxamides to carbamates using Oxone as an oxidant can be efficiently catalyzed by iodobenzene. This reaction involves hypervalent iodine species generated in situ from catalytic amount of PhI and Oxone in the presence of 1,1,1,3,3,3-hexafluoroisopropanol (HFIP) in aqueous methanol solutions. Under these conditions, Hofmann rearrangement of various carboxamides affords corresponding carbamates in high yields.

源语言	英语
页（从-至）	11399-11404
页数	6
期刊	Journal of Organic Chemistry
卷	77
期	24
DOI	https://doi.org/10.1021/jo302375m
出版状态	已出版 - 21 12月 2012
已对外发布	是

访问文件

10.1021/jo302375m

其它文件与链接

链接到 Scopus 的出版物

引用此

@article{1a9aa54838534b83842f92c5cda3cf55,

title = "Hypervalent iodine catalyzed hofmann rearrangement of carboxamides using oxone as terminal oxidant",

abstract = "Hofmann rearrangement of carboxamides to carbamates using Oxone as an oxidant can be efficiently catalyzed by iodobenzene. This reaction involves hypervalent iodine species generated in situ from catalytic amount of PhI and Oxone in the presence of 1,1,1,3,3,3-hexafluoroisopropanol (HFIP) in aqueous methanol solutions. Under these conditions, Hofmann rearrangement of various carboxamides affords corresponding carbamates in high yields.",

author = "Akira Yoshimura and Middleton, {Kyle R.} and Luedtke, {Matthew W.} and Chenjie Zhu and Zhdankin, {Viktor V.}",

year = "2012",

month = dec,

day = "21",

doi = "10.1021/jo302375m",

language = "英语",

volume = "77",

pages = "11399--11404",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

number = "24",

}

TY - JOUR

T1 - Hypervalent iodine catalyzed hofmann rearrangement of carboxamides using oxone as terminal oxidant

AU - Yoshimura, Akira

AU - Middleton, Kyle R.

AU - Luedtke, Matthew W.

AU - Zhu, Chenjie

AU - Zhdankin, Viktor V.

PY - 2012/12/21

Y1 - 2012/12/21

N2 - Hofmann rearrangement of carboxamides to carbamates using Oxone as an oxidant can be efficiently catalyzed by iodobenzene. This reaction involves hypervalent iodine species generated in situ from catalytic amount of PhI and Oxone in the presence of 1,1,1,3,3,3-hexafluoroisopropanol (HFIP) in aqueous methanol solutions. Under these conditions, Hofmann rearrangement of various carboxamides affords corresponding carbamates in high yields.

AB - Hofmann rearrangement of carboxamides to carbamates using Oxone as an oxidant can be efficiently catalyzed by iodobenzene. This reaction involves hypervalent iodine species generated in situ from catalytic amount of PhI and Oxone in the presence of 1,1,1,3,3,3-hexafluoroisopropanol (HFIP) in aqueous methanol solutions. Under these conditions, Hofmann rearrangement of various carboxamides affords corresponding carbamates in high yields.

UR - http://www.scopus.com/inward/record.url?scp=84871589464&partnerID=8YFLogxK

U2 - 10.1021/jo302375m

DO - 10.1021/jo302375m

M3 - 文章

AN - SCOPUS:84871589464

SN - 0022-3263

VL - 77

SP - 11399

EP - 11404

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 24

ER -

Hypervalent iodine catalyzed hofmann rearrangement of carboxamides using oxone as terminal oxidant

摘要

访问文件

其它文件与链接

指纹

引用此