Visible-Light-Driven α-Hydroxymethylation of Ketones in a Continuous-Flow Microreactor-Reference-Cited by-同舟云学术

Visible-Light-Driven α-Hydroxymethylation of Ketones in a Continuous-Flow Microreactor

Published:2022-08-22 Issue:01 Volume:34 Page:86-92
ISSN:0936-5214
Container-title:Synlett
language:en
Short-container-title:Synlett

Author:

Meng Qingwei¹²,Zhao Jingnan¹,Sun Huinan¹^ORCID,Li Jianing¹,Yun Lei³,Ma Cunfei¹,Yu Zongyi¹,Zhu Hongfei¹

Affiliation:

1. Department State Key Laboratory of Fine Chemicals, Dalian University of Technology

2. Ningbo Institute of Dalian University of Technology, Dalian University of Technology

3. University of Leicester

Abstract

AbstractA visible-light-driven α-hydroxymethylation of ketones to generate the corresponding alcohols was achieved under continuous-flow conditions. MeOH was used as a green and renewable C1 source and solvent to enable the α-C(sp3)–H functionalization of ketones under irradiation by white LEDs. A flow microreactor operated under optimized conditions permitted this oxidation to proceed with a higher efficiency and a shortened reaction time of 215 minutes, which was improved ten times compared with the batch parallel reaction (36 h). Mechanism studies indicate the reaction proceeds by a radical pathway.

Funder

National Natural Science Foundation of China

Dalian Science and Technology Innovation Fund

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry

Link

http://www.thieme-connect.de/products/ejournals/pdf/10.1055/a-1929-0085.pdf

Reference4 articles.

1. Chiral Scandium-Catalyzed Enantioselective Hydroxymethylation of Ketones in Water

2. Self-Assembled Nanocomposite Organic Polymers with Aluminum and Scandium as Heterogeneous Water-Compatible Lewis Acid Catalysts

3. Visible-Light-Mediated Rose Bengal-Catalyzed α-Hydroxymethylation of Ketones with Methanol

4. Visible light-mediated selective α-functionalization of 1,3-dicarbonyl compounds via disulfide induced aerobic oxidation

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