Rhenium-catalyzed regioselective synthesis of phenol derivatives from 1,3-diesters and terminal alkynes

Yoichiro Kuninobu, Takashi Iwanaga, Mitsumi Nishi, Kazuhiko Takai

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

Treatment of malonates without a substituent at the active methylene moiety with terminal alkynes gave salicylates regioselectively. In contrast, when malonates bearing a substituent at the active methylene moiety were used, cyclic β-keto esters were generated regioselectively. Treatment of the formed cyclic β-keto esters with In(OTf)3 gave phenol derivatives via decarboxylation.

Original languageEnglish
Pages (from-to)894-895
Number of pages2
JournalChemistry Letters
Volume39
Issue number8
DOIs
Publication statusPublished - 2010

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Malonates
Rhenium
Alkynes
Phenol
Esters
Bearings (structural)
Derivatives
Salicylates

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Rhenium-catalyzed regioselective synthesis of phenol derivatives from 1,3-diesters and terminal alkynes. / Kuninobu, Yoichiro; Iwanaga, Takashi; Nishi, Mitsumi; Takai, Kazuhiko.

In: Chemistry Letters, Vol. 39, No. 8, 2010, p. 894-895.

Research output: Contribution to journalArticle

Kuninobu, Yoichiro ; Iwanaga, Takashi ; Nishi, Mitsumi ; Takai, Kazuhiko. / Rhenium-catalyzed regioselective synthesis of phenol derivatives from 1,3-diesters and terminal alkynes. In: Chemistry Letters. 2010 ; Vol. 39, No. 8. pp. 894-895.
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