Polar effects in free-radical reactions. Homolytic heteroaromatic substitutions by alkyl bromides
F Minisci, F Fontana, G Pianese…
Index: Minisci, Francesco; Fontana, Francesca; Pianese, Guiseppe; Yan, Yong Ming Journal of Organic Chemistry, 1993 , vol. 58, # 16 p. 4207 - 4211
Full Text: HTML
Citation Number: 40
Abstract
Results Tributyltin hydride. BuaSnH reacts in refluxing acetonitrile with alkyl bromides and stoichiometric amounts of azobisisobutyronitrile (AIBN) in the presence of protonated lepidine to give the selective substitution in position 2 (eq 5). The BusSnH solution was dropped in
Related Articles:
Homolytic alkylation of heteroaromatic bases: The problem of monoalkylation
[Fontana; Minisci; Barbosa, M. C. Nogueira; Vismara Tetrahedron, 1990 , vol. 46, # 7 p. 2525 - 2538]
[Liang, Yu-Feng; Zhou, Xin-Feng; Tang, Shi-Ya; Huang, Yao-Bing; Feng, Yi-Si; Xu, Hua-Jian RSC Advances, 2013 , vol. 3, # 21 p. 7739 - 7742]
Synthesis of substituted pyridines and quinolines
[Hill, Matthew D.; Movassaghi, Mohammad Synthesis, 2007 , # 7 p. 1115 - 1119]
[Bell, Thomas W.; Hu, Lain-Yen; Patel, Sanjay V. Journal of Organic Chemistry, 1987 , vol. 52, # 17 p. 3847 - 3850]
[Coppa, Fausta; Fontana, Francesca; Lazzarini, Edoardo; Minisci, Francesco; Pianese, Giuseppe; Zhao, Lihua Chemistry Letters, 1992 , # 7 p. 1295 - 1298]