Visible light induced oxidative hydroxylation of boronic acids

Aishun Ding; Yanbin Zhang; Yang Chen; Ramon Rios; Jianhua Hu; Hao Guo

doi:10.1016/j.tetlet.2019.01.052

Visible light induced oxidative hydroxylation of boronic acids

Aishun Ding
, Yanbin Zhang
, Yang Chen
, Ramon Rios
, Jianhua Hu
, Hao Guo

Chemistry

Fudan University

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

23 Scopus citations

Abstract

We report herein a visible light-induced aerobic oxidative hydroxylation of boronic acids. The reaction employed 7H-benzo[c]thioxanthen-7-one as metal-free catalyst and dimethyl carbonate as green solvent. Scale-up experiment was achieved using 0.1 mol% catalyst in a good yield with column-free purification. This reaction showed great green chemistry features and potential in synthetic applications.

Original language	British English
Pages (from-to)	660-663
Number of pages	4
Journal	Tetrahedron Letters
Volume	60
Issue number	9
DOIs	https://doi.org/10.1016/j.tetlet.2019.01.052
State	Published - 28 Feb 2019

Keywords

Boronic acid
Hydroxylation
Oxidation
Photochemistry

Access to Document

10.1016/j.tetlet.2019.01.052

OpenUrl availability

Full text

Cite this

@article{d6b8effc5f584640b4b16d4c738685f9,

title = "Visible light induced oxidative hydroxylation of boronic acids",

abstract = "We report herein a visible light-induced aerobic oxidative hydroxylation of boronic acids. The reaction employed 7H-benzo[c]thioxanthen-7-one as metal-free catalyst and dimethyl carbonate as green solvent. Scale-up experiment was achieved using 0.1 mol\% catalyst in a good yield with column-free purification. This reaction showed great green chemistry features and potential in synthetic applications.",

keywords = "Boronic acid, Hydroxylation, Oxidation, Photochemistry",

author = "Aishun Ding and Yanbin Zhang and Yang Chen and Ramon Rios and Jianhua Hu and Hao Guo",

note = "Funding Information: We greatly acknowledge the financial support from Shanghai Science and Technology Committee ( 18DZ1201607 ) and Fundamental Research Funds for the Central Universities, Pioneering Project of Academy for Engineering and Technology, Fudan University (gyy2017-002). Publisher Copyright: {\textcopyright} 2019 Elsevier Ltd",

year = "2019",

month = feb,

day = "28",

doi = "10.1016/j.tetlet.2019.01.052",

language = "British English",

volume = "60",

pages = "660--663",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Ltd",

number = "9",

}

TY - JOUR

T1 - Visible light induced oxidative hydroxylation of boronic acids

AU - Ding, Aishun

AU - Zhang, Yanbin

AU - Chen, Yang

AU - Rios, Ramon

AU - Hu, Jianhua

AU - Guo, Hao

N1 - Funding Information: We greatly acknowledge the financial support from Shanghai Science and Technology Committee ( 18DZ1201607 ) and Fundamental Research Funds for the Central Universities, Pioneering Project of Academy for Engineering and Technology, Fudan University (gyy2017-002). Publisher Copyright: © 2019 Elsevier Ltd

PY - 2019/2/28

Y1 - 2019/2/28

N2 - We report herein a visible light-induced aerobic oxidative hydroxylation of boronic acids. The reaction employed 7H-benzo[c]thioxanthen-7-one as metal-free catalyst and dimethyl carbonate as green solvent. Scale-up experiment was achieved using 0.1 mol% catalyst in a good yield with column-free purification. This reaction showed great green chemistry features and potential in synthetic applications.

AB - We report herein a visible light-induced aerobic oxidative hydroxylation of boronic acids. The reaction employed 7H-benzo[c]thioxanthen-7-one as metal-free catalyst and dimethyl carbonate as green solvent. Scale-up experiment was achieved using 0.1 mol% catalyst in a good yield with column-free purification. This reaction showed great green chemistry features and potential in synthetic applications.

KW - Boronic acid

KW - Hydroxylation

KW - Oxidation

KW - Photochemistry

UR - https://www.scopus.com/pages/publications/85060941513

U2 - 10.1016/j.tetlet.2019.01.052

DO - 10.1016/j.tetlet.2019.01.052

M3 - Article

AN - SCOPUS:85060941513

SN - 0040-4039

VL - 60

SP - 660

EP - 663

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 9

ER -

Visible light induced oxidative hydroxylation of boronic acids

Abstract

Keywords

Access to Document

OpenUrl availability

Other files and links

Fingerprint

Cite this