Effect of oxygen substituents on the regioselectivity of the Pd-assisted biaryl coupling reaction of benzanilides

Takashi Harayama, Yuko Kawata, Chie Nagura, Tomonori Sato, Taeko Miyagoe, Hitoshi Abe, Yasuo Takeuchi

Research output: Contribution to journalArticle

28 Citations (Scopus)

Abstract

This study investigated the effect of oxygen substituents in the benzoyl part of N-(2-iodophenyl)benzamide on the coupling position in its Pd-assisted biaryl coupling reaction. Benzamide with methylenedioxy and acyloxy groups yielded the ortho-product formed predominantly by connection to a more hindered carbon. The mechanism is discussed from the perspectives of both steric and coordinated effects.

Original languageEnglish
Pages (from-to)6091-6094
Number of pages4
JournalTetrahedron Letters
Volume46
Issue number36
DOIs
Publication statusPublished - Sep 5 2005

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Effect of oxygen substituents on the regioselectivity of the Pd-assisted biaryl coupling reaction of benzanilides'. Together they form a unique fingerprint.

  • Cite this