Synthesis 2016; 48(23): 4131-4142
DOI: 10.1055/s-0035-1562613
paper
© Georg Thieme Verlag Stuttgart · New York

Intramolecular Mizoroki–Heck Reaction of 2-Thiosubstituted Acrylates for the Synthesis of 3-Substituted Benzo[b]thiophene-2-carboxylates

Autoren

  • Se Hun Kwak

    Center for Innovative Drug Library Research, Department of Chemistry, College of Science, Dongguk University, 26, 3-ga, Pil-dong Jung-gu, Seoul 100-715, Korea   eMail: ydgong@dongguk.edu
  • Su-Jeong Lim

    Center for Innovative Drug Library Research, Department of Chemistry, College of Science, Dongguk University, 26, 3-ga, Pil-dong Jung-gu, Seoul 100-715, Korea   eMail: ydgong@dongguk.edu
  • Hyun-Jeong Yoo

    Center for Innovative Drug Library Research, Department of Chemistry, College of Science, Dongguk University, 26, 3-ga, Pil-dong Jung-gu, Seoul 100-715, Korea   eMail: ydgong@dongguk.edu
  • Ji-Eun Ha

    Center for Innovative Drug Library Research, Department of Chemistry, College of Science, Dongguk University, 26, 3-ga, Pil-dong Jung-gu, Seoul 100-715, Korea   eMail: ydgong@dongguk.edu
  • Young-Dae Gong*

    Center for Innovative Drug Library Research, Department of Chemistry, College of Science, Dongguk University, 26, 3-ga, Pil-dong Jung-gu, Seoul 100-715, Korea   eMail: ydgong@dongguk.edu
Weitere Informationen

Publikationsverlauf

Received: 16. Juni 2016

Accepted after revision: 11. Juli 2016

Publikationsdatum:
23. August 2016 (online)


Graphical Abstract

Abstract

3-Substituted 2-(phenylthio)acrylates prepared from aldol condensation using titanium tetrachloride were employed to synthesize benzo[b]thiophenes. The acrylates containing aryls and alkyls generated the desired benzo[b]thiophenes in reasonable yields under the optimized Heck condition, but acrylates having heteroaryls gave the desired products in poor yields or no products under the condition.

Supporting Information