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Visible light induced oxidative hydroxylation of boronic acids

Visible light induced oxidative hydroxylation of boronic acids
Visible light induced oxidative hydroxylation of boronic acids

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.

Boronic acid, Hydroxylation, Oxidation, Photochemistry
0040-4039
660-663
Ding, Aishun
e9d00485-889e-4734-b191-f69d662f53ed
Zhang, Yanbin
1d112312-1a7a-4511-9411-35cab8f6e369
Chen, Yang
375f106d-ff86-4e25-8f73-54f9ad0d06c7
Rios, Ramon
609bedf2-e886-4d62-a676-a32b6f8c1441
Hu, Jianhua
738c9ffd-3d98-4972-b6cf-efd88882db8d
Guo, Hao
2e060524-1e5c-47e7-8ee6-b81d25f82d0d
Ding, Aishun
e9d00485-889e-4734-b191-f69d662f53ed
Zhang, Yanbin
1d112312-1a7a-4511-9411-35cab8f6e369
Chen, Yang
375f106d-ff86-4e25-8f73-54f9ad0d06c7
Rios, Ramon
609bedf2-e886-4d62-a676-a32b6f8c1441
Hu, Jianhua
738c9ffd-3d98-4972-b6cf-efd88882db8d
Guo, Hao
2e060524-1e5c-47e7-8ee6-b81d25f82d0d

Ding, Aishun, Zhang, Yanbin, Chen, Yang, Rios, Ramon, Hu, Jianhua and Guo, Hao (2019) Visible light induced oxidative hydroxylation of boronic acids. Tetrahedron Letters, 60 (9), 660-663. (doi:10.1016/j.tetlet.2019.01.052).

Record type: Article

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.

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TL 2019 660 manuscript - Accepted Manuscript
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Accepted/In Press date: 25 January 2019
e-pub ahead of print date: 29 January 2019
Published date: 28 February 2019
Keywords: Boronic acid, Hydroxylation, Oxidation, Photochemistry

Identifiers

Local EPrints ID: 428695
URI: http://eprints.soton.ac.uk/id/eprint/428695
ISSN: 0040-4039
PURE UUID: 910168f6-7829-4fd6-9979-b76eeee9f371
ORCID for Ramon Rios: ORCID iD orcid.org/0000-0002-3843-8521

Catalogue record

Date deposited: 06 Mar 2019 17:30
Last modified: 18 Mar 2024 05:22

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Contributors

Author: Aishun Ding
Author: Yanbin Zhang
Author: Yang Chen
Author: Ramon Rios ORCID iD
Author: Jianhua Hu
Author: Hao Guo

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