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

Kohta Ide, Miyu Furuta, Hidetoshi Tokuyama

Research output: Contribution to journalArticlepeer-review

Abstract

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. This journal is

Original languageEnglish
Pages (from-to)9172-9176
Number of pages5
JournalOrganic and Biomolecular Chemistry
Volume19
Issue number42
DOIs
Publication statusPublished - 2021 Nov 14

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Fingerprint

Dive into the research topics of 'Photoredox-catalyzed intramolecular cyclopropanation of alkenes with α-bromo-β-keto esters'. Together they form a unique fingerprint.

Cite this