Nonbenzenoid aromatic systems. VIII. Buffered acetolysis of 2-(4-and 2-(6-azulyl) ethyl arenesulfonates and 3-(4-azulyl)-1-propyl nosylate. Examples of Ar3-5 and Ar3 …

RN McDonald, NL Wolfe, HE Petty

文献索引：McDonald,R.N. et al. Journal of Organic Chemistry, 1973 , vol. 38, p. 1106 - 1113

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被引用次数: 15

摘要

2-(4-(6) and 2-(6-Azulyl) ethyl (7) tosylates and nosylates were synthesized and subjected to buffered acetolyses. The~ RON~/~ ROT~ ratio for these two systems was found to be 2.1-3.3 compared to 10-13.5 found for this ratio for 2-phenylethyl, 2-(p-anisyl) ethyl, and ethyl tosylates and nosylates. The reduced value for this ratio for the derivatives of 6 and 7 was caused by elimination to the corresponding vinylazulenes competing with solvolysis, kt= ...