Stereospecific synthesis of 2-phthalimido-2a,3,4,5-tetrahydro-1H-azeto[2,1-d][1,5]benzothiazepin-1-ones
✍ Scribed by Jiaxi Xu; Gang Zuo; Qihan Zhang; Wing Lai Chan
- Publisher
- John Wiley and Sons
- Year
- 2002
- Tongue
- English
- Weight
- 125 KB
- Volume
- 13
- Category
- Article
- ISSN
- 1042-7163
- DOI
- 10.1002/hc.10029
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✦ Synopsis
Abstract
2a,4‐Disubstituted 2‐phthalimido‐2a,3,4,5‐tetrahydro‐1H‐azeto[2,1‐d][1,5]benzothiazepin‐1‐ones were synthesized by cycloaddition reactions of 2,4‐disubstituted 2,3‐dihydro‐1,5‐benzothiazepines and phthalimidoketene, generated from phthalimidoacetyl chloride, in the presence of triethylamine in anhydrous benzene. The stereochemistry was discussed for the cycloaddition reaction. © 2002 Wiley Periodicals, Inc. Heteroatom Chem 13:276–279, 2002; Published online in Wiley Interscience (www.interscience.wiley.com). DOI 10.1002/hc.10029
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## Abstract 2a,4‐Disubstituted 2‐phenoxy‐2,2a,3,4‐tetrahydro‐1H‐azeto[2,1‐d][1,5]benzothiazepin‐1‐ones and 5‐benzoyl‐2‐phenoxy‐2a,3,4,5‐tetrahydro‐azeto[1, 2‐a][1,5]benzodiazepin‐1(2H)‐ones were synthesized in moderate to good yields by stereospecific Staudinger cycloaddition reactions of 2,4‐disub
The mass spectrometric behaviour of nine 2a,4-disubstituted 2-chloro/2,2-dichloro-2,2a,3,4-tetrahydro-1Hazeto[2,1-d][1,5]benzothiazepin-1-ones has been studied with the aid of mass-analysed ion kinetic energy spectrometry and accurate mass measurements under electron impact ionization. All compounds
## Abstract 2a,4‐Disubstituted 5‐benzoyl‐2‐chloro/2,2‐dichloro‐2a,3,4,5‐tetrahydro‐azeto [1,2‐a] [1,5]benzodiazepin‐1 (2H)‐ones (**3a–h**) were synthesized by cycloaddition reactions of 2,4‐disubstituted 1‐benzoyl‐2,3‐dihydr o‐1__H__‐1,5‐benzodiazepines (**2a–h**) and ketenes, generated from chloro