Highly Regioselective Radical Transformation of N-Sulfonyl-1,2,3-triazoles in Air

Zi Li; Qinghua Wei; Longlong Song; Wangyujing Han; Xiang Wu; Yun Zhao; Fei Xia; Shunying Liu

doi:10.1021/acs.orglett.9b02269

Highly Regioselective Radical Transformation of N-Sulfonyl-1,2,3-triazoles in Air

Zi Li
, Qinghua Wei
, Longlong Song
, Wangyujing Han
, Xiang Wu
, Yun Zhao
, Fei Xia^*
, Shunying Liu

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

East China Normal University

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

37 Scopus citations

Abstract

The classic transformations of N-sulfonyl-1,2,3-triazoles were processed via nitrogen anion (hydrolysis, etc.) and carbene intermediates, and no efficient examples via radical intermediates were developed. Here, we reported a catalyst-free radical chain transformation of N-sulfonyl-1,2,3-triazoles to access an intermolecular oxidative C(sp³)-H coupling to yield N²-selective products in air without any catalysts.

Original language	English
Pages (from-to)	6413-6417
Number of pages	5
Journal	Organic Letters
Volume	21
Issue number	16
DOIs	https://doi.org/10.1021/acs.orglett.9b02269
State	Published - 16 Aug 2019

Access to Document

10.1021/acs.orglett.9b02269

Cite this

@article{e1ac0b68a6d943a8b4627977e6da81dc,

title = "Highly Regioselective Radical Transformation of N-Sulfonyl-1,2,3-triazoles in Air",

abstract = "The classic transformations of N-sulfonyl-1,2,3-triazoles were processed via nitrogen anion (hydrolysis, etc.) and carbene intermediates, and no efficient examples via radical intermediates were developed. Here, we reported a catalyst-free radical chain transformation of N-sulfonyl-1,2,3-triazoles to access an intermolecular oxidative C(sp3)-H coupling to yield N2-selective products in air without any catalysts.",

author = "Zi Li and Qinghua Wei and Longlong Song and Wangyujing Han and Xiang Wu and Yun Zhao and Fei Xia and Shunying Liu",

note = "Publisher Copyright: {\textcopyright} 2019 American Chemical Society.",

year = "2019",

month = aug,

day = "16",

doi = "10.1021/acs.orglett.9b02269",

language = "英语",

volume = "21",

pages = "6413--6417",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "16",

}

TY - JOUR

T1 - Highly Regioselective Radical Transformation of N-Sulfonyl-1,2,3-triazoles in Air

AU - Li, Zi

AU - Wei, Qinghua

AU - Song, Longlong

AU - Han, Wangyujing

AU - Wu, Xiang

AU - Zhao, Yun

AU - Xia, Fei

AU - Liu, Shunying

PY - 2019/8/16

Y1 - 2019/8/16

N2 - The classic transformations of N-sulfonyl-1,2,3-triazoles were processed via nitrogen anion (hydrolysis, etc.) and carbene intermediates, and no efficient examples via radical intermediates were developed. Here, we reported a catalyst-free radical chain transformation of N-sulfonyl-1,2,3-triazoles to access an intermolecular oxidative C(sp3)-H coupling to yield N2-selective products in air without any catalysts.

AB - The classic transformations of N-sulfonyl-1,2,3-triazoles were processed via nitrogen anion (hydrolysis, etc.) and carbene intermediates, and no efficient examples via radical intermediates were developed. Here, we reported a catalyst-free radical chain transformation of N-sulfonyl-1,2,3-triazoles to access an intermolecular oxidative C(sp3)-H coupling to yield N2-selective products in air without any catalysts.

UR - https://www.scopus.com/pages/publications/85070712285

U2 - 10.1021/acs.orglett.9b02269

DO - 10.1021/acs.orglett.9b02269

M3 - 文章

C2 - 31365268

AN - SCOPUS:85070712285

SN - 1523-7060

VL - 21

SP - 6413

EP - 6417

JO - Organic Letters

JF - Organic Letters

IS - 16

ER -

Highly Regioselective Radical Transformation of N-Sulfonyl-1,2,3-triazoles in Air

Abstract

Access to Document

Other files and links

Fingerprint

Cite this