ISSN:
0947-3440
Keywords:
Acetylation
;
Benzothiazoles
;
NMR spectroscopy
;
Ring contractions
;
Structure elucidation
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
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 and the results were corroborated by AM1 calculations. A reaction mechanism for the ring contraction is proposed.
Additional Material:
3 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.199719970530
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