One-pot C(sp<sup>3</sup>)–H difluoroalkylation of tetrahydroisoquinolines and isochromans <i>via</i> electrochemical oxidation and organozinc alkylation-Reference-Cited by-同舟云学术

One-pot C(sp³)–H difluoroalkylation of tetrahydroisoquinolines and isochromans via electrochemical oxidation and organozinc alkylation

Published:2024 Issue:50 Volume:60 Page:6395-6398
ISSN:1359-7345
Container-title:Chemical Communications
language:en
Short-container-title:Chem. Commun.

Author:

Kamata Kazuya¹,Kuriyama Masami¹^ORCID,Tahara Hironobu²^ORCID,Nishikawa Akira¹,Yamamoto Kosuke¹^ORCID,Demizu Yosuke³^ORCID,Onomura Osamu¹^ORCID

Affiliation:

1. Graduate School of Biomedical Sciences, Nagasaki University, 1-14 Bunkyo-machi, Nagasaki 852-8521, Japan

2. Graduate School of Engineering, Nagasaki University, 1-14 Bunkyo-machi, Nagasaki 852-8521, Japan

3. Division of Organic Chemistry, National Institute of Health Sciences, 3-25-26 Tonomachi, Kawasaki, Kanagawa 210-9501, Japan

Abstract

The α-C(sp3)–H difluoroalkylation of tetrahydroisoquinolines and isochromans via electrochemical oxidation was developed using organozinc reagents to achieve a broad substrate scope under mild reaction conditions.

Funder

Japan Society for the Promotion of Science

Publisher

Royal Society of Chemistry (RSC)

Link

http://pubs.rsc.org/en/content/articlepdf/2024/CC/D4CC02033B

Reference50 articles.

1. J.-P.Bégué and D.Bonnet-Delpon , Bioorganic and Medicinal Chemistry of Fluorine , Wiley , Hoboken , 2008

2. Next Generation of Fluorine-Containing Pharmaceuticals, Compounds Currently in Phase II–III Clinical Trials of Major Pharmaceutical Companies: New Structural Trends and Therapeutic Areas

3. Fluorine and Fluorinated Motifs in the Design and Application of Bioisosteres for Drug Design

4. Fluoro-artemisinins: When a gem-difluoroethylene replaces a carbonyl group

5. Difluoromethyl Bioisostere: Examining the “Lipophilic Hydrogen Bond Donor” Concept