Rh-Catalyzed Dehydrogenative Cyclization Leading to Benzosilolothiophene Derivatives via Si-H/C-H Bond Cleavage

Koichi Mitsudo, Seiichi Tanaka, Ryota Isobuchi, Tomohiro Inada, Hiroki Mandai, Toshinobu Korenaga, Atsushi Wakamiya, Yasujiro Murata, Seiji Suga

Research output: Contribution to journalArticle

12 Citations (Scopus)

Abstract

Straightforward syntheses leading to π-extended benzosilolothiophene (BST) derivatives by Rh-catalyzed dehydrogenative cyclization reactions have been developed. Electron-deficient ligands were effective for the reactions, and dppe-F20 gave the best result. This method could be applied to the synthesis of highly π-extended ladder-type BST derivatives, which exhibited fluorescence.

Original languageEnglish
Pages (from-to)2564-2567
Number of pages4
JournalOrganic Letters
Volume19
Issue number10
DOIs
Publication statusPublished - May 19 2017

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Cyclization
cleavage
Fluorescence
Electrons
Ligands
Derivatives
Ladders
synthesis
ladders
fluorescence
ligands
electrons

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Rh-Catalyzed Dehydrogenative Cyclization Leading to Benzosilolothiophene Derivatives via Si-H/C-H Bond Cleavage. / Mitsudo, Koichi; Tanaka, Seiichi; Isobuchi, Ryota; Inada, Tomohiro; Mandai, Hiroki; Korenaga, Toshinobu; Wakamiya, Atsushi; Murata, Yasujiro; Suga, Seiji.

In: Organic Letters, Vol. 19, No. 10, 19.05.2017, p. 2564-2567.

Research output: Contribution to journalArticle

Mitsudo, K, Tanaka, S, Isobuchi, R, Inada, T, Mandai, H, Korenaga, T, Wakamiya, A, Murata, Y & Suga, S 2017, 'Rh-Catalyzed Dehydrogenative Cyclization Leading to Benzosilolothiophene Derivatives via Si-H/C-H Bond Cleavage', Organic Letters, vol. 19, no. 10, pp. 2564-2567. https://doi.org/10.1021/acs.orglett.7b00878
Mitsudo, Koichi ; Tanaka, Seiichi ; Isobuchi, Ryota ; Inada, Tomohiro ; Mandai, Hiroki ; Korenaga, Toshinobu ; Wakamiya, Atsushi ; Murata, Yasujiro ; Suga, Seiji. / Rh-Catalyzed Dehydrogenative Cyclization Leading to Benzosilolothiophene Derivatives via Si-H/C-H Bond Cleavage. In: Organic Letters. 2017 ; Vol. 19, No. 10. pp. 2564-2567.
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