| Popis: |
products were N-tert-butyl acetamide (3, 80%, 0.80 mmol), thianthrene 5-oxide (ThO, 96%, 0.48 mmol), thianthrene 5,5-dioxide (SSO2, 52%, 0.13 mmol) and thianthrene (Th, 104%, 0.26 mmol) as determined by quantitative GC and GC/MS analyses (Scheme 1). Work somewhat analogous to ours has been reported by Kim and Shin 9 , which describes the nucleophilic addition of 2 to 1 in a molar ratio of 1.23:1.00 and the characteristics of oxidation of thianthrene, reduced oxidant. Kim had shown that the major products were not characteristic of tert-butyl cations but acetone was obtained from tert-butyl peroxy radical. For example, products of the reaction in MeCN at room temperature were Th (66%), ThO (27%), thianthrene 5,10-dioxide (SOSO, 7.7%), 5-acetonylthianthrenium perchlorate (1.1%), and 3 (12%). Unusual is that, in the report of Kim nor SSO 2 was |
