Direct electrochemical reductive amination between aldehydes and amines with a H/D-donor solvent.


Journal

Organic & biomolecular chemistry
ISSN: 1477-0539
Titre abrégé: Org Biomol Chem
Pays: England
ID NLM: 101154995

Informations de publication

Date de publication:
05 08 2020
Historique:
pubmed: 24 7 2020
medline: 24 7 2020
entrez: 24 7 2020
Statut: ppublish

Résumé

A novel electrochemical synthesis protocol has been achieved for reductive amination between aldehydes and amines in undivided cells at room temperature. Under metal-free and external-reductant-free electrolysis conditions, various important secondary amine products are obtained in moderate-to-high yields. Deuterium-labeling experiments have demonstrated that low-toxicity DMSO acts both as a solvent and a H-donor in the reaction. On this basis, various deuterium-labeled products with good-to-excellent D-incorporation have been synthesized by using DMSO-d6 as a solvent. Furthermore, a molecule with GR-antagonistic activity has been synthesized through further sulfonylation.

Identifiants

pubmed: 32700716
doi: 10.1039/d0ob01163k
doi:

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

5832-5837

Auteurs

Huanliang Hong (H)

School of Biotechnology and Health Sciences, Wuyi University, Jiangmen, 529020, China. wyuchemhyb@126.com leeyib268@126.com.

Zirong Zou (Z)

School of Biotechnology and Health Sciences, Wuyi University, Jiangmen, 529020, China. wyuchemhyb@126.com leeyib268@126.com.

Gen Liang (G)

School of Biotechnology and Health Sciences, Wuyi University, Jiangmen, 529020, China. wyuchemhyb@126.com leeyib268@126.com.

Suyun Pu (S)

School of Biotechnology and Health Sciences, Wuyi University, Jiangmen, 529020, China. wyuchemhyb@126.com leeyib268@126.com.

Jinhui Hu (J)

School of Biotechnology and Health Sciences, Wuyi University, Jiangmen, 529020, China. wyuchemhyb@126.com leeyib268@126.com.

Lu Chen (L)

School of Biotechnology and Health Sciences, Wuyi University, Jiangmen, 529020, China. wyuchemhyb@126.com leeyib268@126.com.

Zhongzhi Zhu (Z)

School of Biotechnology and Health Sciences, Wuyi University, Jiangmen, 529020, China. wyuchemhyb@126.com leeyib268@126.com.

Yibiao Li (Y)

School of Biotechnology and Health Sciences, Wuyi University, Jiangmen, 529020, China. wyuchemhyb@126.com leeyib268@126.com.

Yubing Huang (Y)

School of Biotechnology and Health Sciences, Wuyi University, Jiangmen, 529020, China. wyuchemhyb@126.com leeyib268@126.com.

Classifications MeSH