The Ru(cod)(cot)-catalyzed alkenylation of aromatic C-H bonds with alkenyl acetates

Yusuke Matsuura, Masaru Tamura, Takuya Kochi, Mitsuo Sato, Naoto Chatani, Fumitoshi Kakiuchi

Research output: Contribution to journalArticle

117 Citations (Scopus)

Abstract

The regioselective Ru(cod)(cot)-catalyzed alkenylation of arylpyridines and related compounds with alkenyl acetates to give good-to-excellent yields of ortho-alkenylation products was developed. Several arylpyridines having electron-donating (CH3 and OCH3) and -withdrawing (CF3, CN, and Ac) groups and azoles, such as oxazoline, tetrazole, and thiazole, can be used in this coupling reaction. A variety of alkenyl acetates, such as 1-propenyl, 1-butenyl, 1-hexenyl, styryl, 2-methyl-1-propenyl, and 1-cyclohexenyl acetates, reacted with arylpyridines to give the corresponding ortho-alkenylation products in high yields. This direct alkenylation of aromatic C-H bonds with alkenyl acetates provides π-conjugated aromatic and heteroaromatic compounds under halogen-free reaction conditions.

Original languageEnglish
Pages (from-to)9858-9859
Number of pages2
JournalJournal of the American Chemical Society
Volume129
Issue number32
DOIs
Publication statusPublished - 2007 Aug 15

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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