Photoredox-catalyzed intramolecular cyclopropanation of alkenes with α-bromo-β-keto esters

A mild photoredox-catalyzed intramolecular cyclopropanation of alkenes with α-bromo-β-keto esters in an aqueous medium was developed. The sequential reaction process comprising the intramolecular radical addition of α-bromo-β-keto esters to olefins under photoredox catalysis, and subsequent cyclization to form cyclopropane proceeds in one-pot under exceptionally mild conditions at room temperature in the presence of 2,6-lutidine. A broad range of substrates consisting of various alkenes and both base- and acid-sensitive functionalized esters were feasible under the reaction conditions, resulting in a wide range of functionalized bicyclic cyclopropanes.

Medienart:

E-Artikel

Erscheinungsjahr:

2021

Erschienen:

2021

Enthalten in:

Zur Gesamtaufnahme - volume:19

Enthalten in:

Organic & biomolecular chemistry - 19(2021), 42 vom: 03. Nov., Seite 9172-9176

Sprache:

Englisch

Beteiligte Personen:

Ide, Kohta [VerfasserIn]
Furuta, Miyu [VerfasserIn]
Tokuyama, Hidetoshi [VerfasserIn]

Links:

Volltext

Themen:

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

Anmerkungen:

Date Completed 15.03.2022

Date Revised 15.03.2022

published: Electronic

Citation Status PubMed-not-MEDLINE

doi:

10.1039/d1ob01733k

funding:

Förderinstitution / Projekttitel:

PPN (Katalog-ID):

NLM332048888