Functionalized 1,2-dihydronaphthalenes from the Cu(OTf) 2-catalyzed [4+2] cycloaddition of o-alkynyl(oxo)benzenes with alkenes

Naoki Asao; Taisuke Kasahara; Yoshinori Yamamoto

doi:10.1002/anie.200351390

Functionalized 1,2-dihydronaphthalenes from the Cu(OTf) ₂-catalyzed [4+2] cycloaddition of o-alkynyl(oxo)benzenes with alkenes

Naoki Asao, Taisuke Kasahara, Yoshinori Yamamoto

Research output: Contribution to journal › Article › peer-review

172 Citations (Scopus)

Abstract

The [4+2] cycloaddition reaction between o-alkynyl(oxo)benzene 1 and olefins 2 in the presence of a catalytic amount of Cu(OTf)₂ afforded 1,2-dihydronaphthalene derivatives 3 bearing an oxo function at the 1-position. The reaction proceeds most probably through the formation of benzo[c]pyrylium cupric ate complex.

Original language	English
Pages (from-to)	3504-3506
Number of pages	3
Journal	Angewandte Chemie - International Edition
Volume	42
Issue number	30
DOIs	https://doi.org/10.1002/anie.200351390
Publication status	Published - 2003 Aug 4

Keywords

Cycloaddition
Dihydronaphthalene
Lewis acids

ASJC Scopus subject areas

Catalysis
Chemistry(all)

Access to Document

10.1002/anie.200351390

Cite this

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abstract = "The [4+2] cycloaddition reaction between o-alkynyl(oxo)benzene 1 and olefins 2 in the presence of a catalytic amount of Cu(OTf)2 afforded 1,2-dihydronaphthalene derivatives 3 bearing an oxo function at the 1-position. The reaction proceeds most probably through the formation of benzo[c]pyrylium cupric ate complex.",

keywords = "Cycloaddition, Dihydronaphthalene, Lewis acids",

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AU - Kasahara, Taisuke

AU - Yamamoto, Yoshinori

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KW - Cycloaddition

KW - Dihydronaphthalene

KW - Lewis acids

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