Synthetic methods and reactions. 113. Reactions of nitro-and nitrosoalkanes with iodotrimethylsilane

GA Olah, SC Narang, LD Field…

文献索引：Olah, George A.; Narang, Subhash C.; Field, Leslie D.; Fung, Alexander P. Journal of Organic Chemistry, 1983 , vol. 48, # 16 p. 2766 - 2767

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被引用次数: 29

摘要

The reaction probably proceeds via 0-silylation, thereby weakening the carbon-nitrogen bond, resulting in a facile substitution by the iodide anion. Another molar equivalent of iodotrimethylsilane is consumed by converting byproduct trimethylsilyl nitrite into hexamethylsiloxane. Similarly, 1-nitroadamantane was converted to l-iodoadamantane in excellent yield.(2) Secondary Nitroalkanes. In contrast to tertiary nitroalkanes, iodoalkanes ...