Synthesis of multisubstituted furans, pyrroles, and thiophenes via ynolates

Mitsuru Shindo, Yutaka Yoshimura, Maiko Hayashi, Hiroe Soejima, Takashi Yoshikawa, Kenji Matsumoto, Kozo Shishido

Research output: Contribution to journalArticle

79 Citations (Scopus)

Abstract

An efficient synthetic method for the preparation of multisubstituted furans, thiophenes, and pyrroles using ynolates was developed. This novel formal [4 + 1] annulation by C2-C3 and C3-C4 bond formations Includes cycloaddition, cyclization, decarboxylation, and dehydration as key steps.

Original languageEnglish
Pages (from-to)1963-1966
Number of pages4
JournalOrganic Letters
Volume9
Issue number10
DOIs
Publication statusPublished - May 10 2007

Fingerprint

Furans
Thiophenes
decarboxylation
Pyrroles
Decarboxylation
Cycloaddition
furans
Cyclization
Cycloaddition Reaction
cycloaddition
pyrroles
thiophenes
Dehydration
dehydration
preparation
synthesis

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Shindo, M., Yoshimura, Y., Hayashi, M., Soejima, H., Yoshikawa, T., Matsumoto, K., & Shishido, K. (2007). Synthesis of multisubstituted furans, pyrroles, and thiophenes via ynolates. Organic Letters, 9(10), 1963-1966. https://doi.org/10.1021/ol0705200

Synthesis of multisubstituted furans, pyrroles, and thiophenes via ynolates. / Shindo, Mitsuru; Yoshimura, Yutaka; Hayashi, Maiko; Soejima, Hiroe; Yoshikawa, Takashi; Matsumoto, Kenji; Shishido, Kozo.

In: Organic Letters, Vol. 9, No. 10, 10.05.2007, p. 1963-1966.

Research output: Contribution to journalArticle

Shindo, M, Yoshimura, Y, Hayashi, M, Soejima, H, Yoshikawa, T, Matsumoto, K & Shishido, K 2007, 'Synthesis of multisubstituted furans, pyrroles, and thiophenes via ynolates', Organic Letters, vol. 9, no. 10, pp. 1963-1966. https://doi.org/10.1021/ol0705200
Shindo M, Yoshimura Y, Hayashi M, Soejima H, Yoshikawa T, Matsumoto K et al. Synthesis of multisubstituted furans, pyrroles, and thiophenes via ynolates. Organic Letters. 2007 May 10;9(10):1963-1966. https://doi.org/10.1021/ol0705200
Shindo, Mitsuru ; Yoshimura, Yutaka ; Hayashi, Maiko ; Soejima, Hiroe ; Yoshikawa, Takashi ; Matsumoto, Kenji ; Shishido, Kozo. / Synthesis of multisubstituted furans, pyrroles, and thiophenes via ynolates. In: Organic Letters. 2007 ; Vol. 9, No. 10. pp. 1963-1966.
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