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

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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

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Alkenylation
Gadiformes
Acetates
Thiazoles
Azoles
Halogens
Electrons

ASJC Scopus subject areas

  • Chemistry(all)

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The Ru(cod)(cot)-catalyzed alkenylation of aromatic C-H bonds with alkenyl acetates. / Matsuura, Yusuke; Tamura, Masaru; Kochi, Takuya; Sato, Mitsuo; Chatani, Naoto; Kakiuchi, Fumitoshi.

In: Journal of the American Chemical Society, Vol. 129, No. 32, 15.08.2007, p. 9858-9859.

Research output: Contribution to journalArticle

Matsuura, Yusuke ; Tamura, Masaru ; Kochi, Takuya ; Sato, Mitsuo ; Chatani, Naoto ; Kakiuchi, Fumitoshi. / The Ru(cod)(cot)-catalyzed alkenylation of aromatic C-H bonds with alkenyl acetates. In: Journal of the American Chemical Society. 2007 ; Vol. 129, No. 32. pp. 9858-9859.
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