ISSN:
0009-2940
Keywords:
Benzo[c]thiophenes
;
Oxidation
;
Quinones
;
Sulfines
;
Diels-Alder reaction
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Unexpected Diels-Alder and Oxidation Reactions of Benzo[c]thiophenesThe oxidation of thiophenes by peracids to form thiophene S-oxides could not be carried out with benzo[c]thiophenes. With the sterically hindered compound 1a the quinones 2 and 3 were produced whereas the anisyl-substituted derivative 1b formed the sulfine 5. Significantly different behaviour of 1a and 1b was also observed for the Diels-Alder reaction with N-phenylmaleimide. The unexpected and unusual adduct 6 was the only product formed from 1a, with low yield though, whereas the normal Diels-Alder adduct was obtained from 1b.
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19901231019
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