Utilization of the “DADI” technique: evidence for ring contraction in 2,3-dihydrobenzoxepin
✍ Scribed by Varian MAT GmbH
- Book ID
- 103463015
- Publisher
- Elsevier Science
- Year
- 1974
- Tongue
- English
- Weight
- 128 KB
- Volume
- 24
- Category
- Article
- ISSN
- 0042-207X
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## Abstract Reaction of 2,4‐diaryl‐2,3‐dihydro‐1,5‐benzothiazepines 1 with a mixture of acetic anhydride and pyridine afforded 3‐acetyl‐2,3‐dihydrobenzothiazoles 2 as sole products in good yields. Stereochemistry and the hindered rotation of the amide group were studied by means of NMR spectroscopy
In comparing N-acetylmorpholine to closely relatcd systcnis, two niajor difkrences in fragmentation are observed. M-15 and M-43 fragmcnts, although quitc conimon to such systems, are unusual with respect to their genesis. Formation of the M-15 fragment by loss of C-3 instead of the anticipitated los