Knoevenagel Condensation between 2-Methyl-thiazolo[4,5-<i>b</i>]pyrazines and Aldehydes

• Sawazaki Taka

  Graduate School of Pharmaceutical Sciences, The University of Tokyo School of Pharmaceutical Sciences, Wakayama Medical University

• Sohma Youhei

  School of Pharmaceutical Sciences, Wakayama Medical University

• Kanai Motomu

  Graduate School of Pharmaceutical Sciences, The University of Tokyo

Bibliographic Information

Other Title

• Knoevenagel Condensation between 2-Methyl-thiazolo[4,5-b]pyrazines and Aldehydes

Abstract

Knoevenagel condensation, an olefin-forming reaction from active methyl/methylene-containing compounds and aldehydes, is a fundamental and useful synthetic method. Benzothiazoles are, however, out of the scope of Knoevenagel condensation. Here, we report that Knoevenagel condensation between aldehydes and 2-methyl-thiazolo[4,5-b]pyrazines (MeTPy), a fused ring structure comprising pyrazine and thiazole, proceeded smoothly, despite minor structural differences from benzothiazoles. This finding will be useful for short synthesis of MeTPy-containing functional molecules, such as a tau probe analog 1.

Journal

• Chemical and Pharmaceutical Bulletin

  Chemical and Pharmaceutical Bulletin 70 (1), 82-84, 2022-01-01

  The Pharmaceutical Society of Japan

Keywords

• Knoevenagel reaction
• pyrazine
• thiazolo[4,5-<i>b</i>]pyrazine
• olefin formation

Details

• CRID: 1390009142391290368
• NII Article ID: 130008138742
• NII Book ID: AA00602100
• DOI: 10.1248/cpb.c21-00780
• ISSN: 13475223
• ISSN: 00092363
• NDL BIB ID: 031907281
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I031907281
• Web Site: https://www.jstage.jst.go.jp/article/cpb/70/1/70_c21-00780/_pdf
• Web Site: https://search.jamas.or.jp/link/ui/2023054313
• Text Lang: en
• Data Source:
  • JaLC
  • NDL
  • Crossref
  • CiNii Articles
  • KAKEN
• Abstract License Flag: Disallowed