Chelate-assisted direct selenation of aryl C-H bonds with diselenides catalyzed by palladium

Masayuki Iwasaki, Yuta Tsuchiya, Kiyohiko Nakajima, Yasushi Nishihara

Research output: Contribution to journalArticle

66 Citations (Scopus)

Abstract

A direct selenation of inert C-H bonds of benzamide derivatives and their related compounds with diselenides has been achieved with the palladium catalyst. The reaction was compatible with a variety of functional groups, including a bromo group. Primitive mechanistic insights revealed that the reaction proceeded through a C-H bond cleavage and the sequential oxidative addition of diselenides. The present synthetic method can be applied to the facile synthesis of selenoxanthone which can be regarded as promising heterocyclic materials.

Original languageEnglish
Pages (from-to)4920-4923
Number of pages4
JournalOrganic Letters
Volume16
Issue number18
DOIs
Publication statusPublished - Sep 19 2014

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Palladium
chelates
Functional groups
palladium
Derivatives
Catalysts
cleavage
catalysts
synthesis
benzamide

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Biochemistry

Cite this

Chelate-assisted direct selenation of aryl C-H bonds with diselenides catalyzed by palladium. / Iwasaki, Masayuki; Tsuchiya, Yuta; Nakajima, Kiyohiko; Nishihara, Yasushi.

In: Organic Letters, Vol. 16, No. 18, 19.09.2014, p. 4920-4923.

Research output: Contribution to journalArticle

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