Mesoionic compounds. 52. Attempted synthesis of the anhydro-2-hydroxyoxazolo [2, 3-b] oxazolium hydroxide system
…, D Bhattacharjee, S Kanemasa
Index: Potts, Kevin T.; Bhattacharjee, Debkumar; Kanemasa, Shuji Journal of Organic Chemistry, 1980 , vol. 45, # 24 p. 4985 - 4988
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Citation Number: 7
Abstract
8 the aromatic ring cannot occur. Reaction of 11 with DCC under reaction conditions similar to those utilized above gave the condensation product 13. Acetic anhydride likewise did not effect ring closure but reaction with thionyl chloride gave 14, ethyl chloride being evolved from the reaction.'This suggests that ring closure to 12 actually occurred and that it underwent rapid deethylation under the more vigorous reaction conditions.
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