Nucleophilic aromatic substitution of 2-sulfonyl-substituted 1-methoxynaphthalenes with Grignard reagents

Tetsutaro Hattori, Mikio Suzuki, Yasuko Komuro, Sotaro Miyano

Research output: Contribution to journalArticlepeer-review

9 Citations (Scopus)

Abstract

2-Alkylsulfonyl, -phenoxysulfonyl or -sulfamoyl substituted 1-methoxynaphthalenes 1 undergo nucleophilic displacement of the 1-methoxy group when treated with Grignard reagents; the chiral sulfamoyl-substituted naphthalene 1f on treatment with the 2-methoxy-1-naphthyl Grignard reagent 2d induced axial chirality to give the 1,1′-binaphthyl 3fd in 80% diastereoisomeric excess (de).

Original languageEnglish
Pages (from-to)1473-1474
Number of pages2
JournalJournal of the Chemical Society, Perkin Transactions 1
Issue number12
DOIs
Publication statusPublished - 1995

ASJC Scopus subject areas

  • Chemistry(all)

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