Organic amine-mediated free-radical carbocyclization reactions of 2,2,2-trihalogeno-substituted: N -(2-alkynylphenyl)acetamides

Tsung Han Chuang, Che Ping Chuang

Research output: Contribution to journalArticlepeer-review

Abstract

An efficient method for the synthesis of 3-halogeno-substituted 4-benzoylquinolin-2-(1H)-ones from N-(2-alkynylphenyl)-substituted trihaloacetamides has been developed, in which organic amines (TNPA and DIEA) act as the electron donors. In this carbocyclization reaction, a new C-C bond formation occurred regioselectively via a 6-exo-dig radical cyclization. A variety of useful functional groups are compatible with the reaction conditions. In this process, readily removable organic amines were employed and no heavy metal catalysts were required.

Original languageEnglish
Pages (from-to)7265-7273
Number of pages9
JournalOrganic and Biomolecular Chemistry
Volume16
Issue number39
DOIs
Publication statusPublished - 2018

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Organic amine-mediated free-radical carbocyclization reactions of 2,2,2-trihalogeno-substituted: N -(2-alkynylphenyl)acetamides'. Together they form a unique fingerprint.

Cite this