Vicarious nucleophilic substitution
Vicarious nucleophilic substitution in organic chemistry is a special type of nucleophilic aromatic substitution in which a nucleophile replaces hydrogen and not an aromatic substituent like a halogen that is ordinarily encountered in this reaction type. This reaction type was introduce in 1987 by Mieczyslaw Makosza and Jerzy Winiarski [1] [2]. It is typically encountered with nitroarenes and especially with carbon nucleophiles resulting in new alkylated arenes. Carbon nucleophiles carry a electron-withdrawing group and a nucleofuge:
References
- ↑ Vicarious nucleophilic substitution of hydrogen Mieczyslaw Makosza and Jerzy Winiarski Acc. Chem. Res.; 1987; 20(8) pp 282 - 289; doi:10.1021/ar00140a003
- ↑ Synthesis of heterocyclic compounds via vicarious nucleophilic substitution of hydrogen Mieczyslaw Mqkosza Pure & Appl. Chem., Vol. 69, No. 3, pp. 559-564, 1997 Article link.