Diene-yne cyclisation reactions of 1-ethynyl-2-vinyl-3,4-dihydronaphthalenes and 1-ethynyl-2-vinylnaphthalenes

Author:

Watanabe Masataka1,Shiine Kodai1,Ideta Keiko2,Matsumoto Taisuke2,Thiemann Thies1

Affiliation:

1. Interdisciplinary Graduate School of Engineering, Kyushu University, 6-7, Kasuga-koh-en, Kasuga-shi, Fukuoka 816-8580, Japan

2. Institute of Materials Chemistry and Engineering, Kyushu University, 6-7, Kasuga-koh-en, Kasuga-shi, Fukuoka 816-8580, Japan

Abstract

The reaction of 1-ethynyl-2-vinyl-3,4-dihydronaphthalenes and 1-ethynyl-2-vinylnaphthalenes over RuCl2(p-cymene) PPh3 leads to 9,10-dihydrophenanthrenes and phenanthrenes in those cases where the ethynyl group in the substrates carries a terminal proton. When 1-phenylethynyl-2-vinyl-3,4-dihydronaphthalenes or 1-phenylethynyl-2-vinylnaphthalenes are reacted over Pt(PPh3)4, 1-methylene-1H-benz[e]-4,5-dihydroindenes and 1-methylene-1H-benz[e]indenes are formed.

Publisher

SAGE Publications

Subject

General Chemistry

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