Radical-nucleophilic substitution (S RN 1) reactions. Part 7. 1 Reactions of aliphatic α-substituted nitro compounds.

SI Al-Khalil, WR Bowman, K Gaitonde…

Index: Al-Khalil; Bowman; Gaitonde; Marley; Richardson Journal of the Chemical Society, Perkin Transactions 2, 2001 , # 9 p. 1557 - 1565

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Abstract

α-Nitrothiocyanates R 2 C (SCN) NO 2 have been prepared by oxidative addition of thiocyanate anion to nitronate anions and undergo S RN 1 substitution reactions by loss of thiocyanate with nitronate anions, phenylsulfinate, azide and p-nitro-and p-chloro- benzenethiolates in dipolar aprotic solvents. 2-Nitro-2-thiocyanatopropane and other 2- substituted-2-nitropropanes [Me 2 C (X) NO 2 with X= I, Br, Cl, NO 2, PhSO 2] react with ...