One-pot synthesis of photochromic naphthopyrans in the solid state

Koichi Tanaka, Hiroko Aoki, Hiroyuki Hosomi, Shigeru Ohba

Research output: Contribution to journalArticle

55 Citations (Scopus)

Abstract

matrix presented p-TsOH-catalyzed condensation reactions of 1,1-diaryl-2-propyn-1-ol (1) and 2-naphthol (2) in the solid state gave 3,3-diaryl-3H-naphtho[2,1-b]pyran (6) via Claisen rearrangement. Similar reactions of 1 with 2,6-(7) and 2,7-dihydroxynaphthalenes (8) afforded naphthodipyrane derivatives 9 and 10, respectively. Bis-naphthopyran derivatives 12 were also obtained by the reaction of 1,1,6,6-tetraaryl-2,5-hexadiyn-1,6-diol (11) and 2-naphthol (2) in the solid state.

Original languageEnglish
Pages (from-to)2133-2134
Number of pages2
JournalOrganic Letters
Volume2
Issue number14
Publication statusPublished - 2000 Jul 13

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Derivatives
solid state
Condensation reactions
synthesis
condensation
matrices
2-naphthol
naphtho(2,1-b)pyran
propargyl alcohol
2,7-dihydroxynaphthalene
2,6-dihydroxynaphthalene

ASJC Scopus subject areas

  • Molecular Medicine

Cite this

Tanaka, K., Aoki, H., Hosomi, H., & Ohba, S. (2000). One-pot synthesis of photochromic naphthopyrans in the solid state. Organic Letters, 2(14), 2133-2134.

One-pot synthesis of photochromic naphthopyrans in the solid state. / Tanaka, Koichi; Aoki, Hiroko; Hosomi, Hiroyuki; Ohba, Shigeru.

In: Organic Letters, Vol. 2, No. 14, 13.07.2000, p. 2133-2134.

Research output: Contribution to journalArticle

Tanaka, K, Aoki, H, Hosomi, H & Ohba, S 2000, 'One-pot synthesis of photochromic naphthopyrans in the solid state', Organic Letters, vol. 2, no. 14, pp. 2133-2134.
Tanaka K, Aoki H, Hosomi H, Ohba S. One-pot synthesis of photochromic naphthopyrans in the solid state. Organic Letters. 2000 Jul 13;2(14):2133-2134.
Tanaka, Koichi ; Aoki, Hiroko ; Hosomi, Hiroyuki ; Ohba, Shigeru. / One-pot synthesis of photochromic naphthopyrans in the solid state. In: Organic Letters. 2000 ; Vol. 2, No. 14. pp. 2133-2134.
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