✦ LIBER ✦
ChemInform Abstract: An Efficient and Convenient Synthesis of 4,5,6,7-Tetrahydrothieno[3,2-c]pyridines by a Modified Pictet—Spengler Reaction via a Formyliminium Ion Intermediate.
✍ Scribed by Michikazu Kitabatake; Aki Hashimoto; Toshiaki Saitoh; Takehiro Sano; Kunihiko Mohri; Yoshie Horiguchi
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 32 KB
- Volume
- 41
- Category
- Article
- ISSN
- 0931-7597
No coin nor oath required. For personal study only.
✦ Synopsis
Abstract
The Pictet‐Spengler reaction is performed as a one‐pot procedure by condensing thienylethylamine (I) with carbonyl compounds (II), followed by treatment of the in situ formed imines with acetic‐formic anhydride (III) to produce a formyliminium ion, which upon treatment with TFA cyclizes into tetrahydrothienopyridines (IV).