Indium Triiodide Catalyzed Reductive Functionalization of Amides via the Single-Stage Treatment of Hydrosilanes and Organosilicon Nucleophiles
作者:Yoshihiro Inamoto、Yuta Kaga、Yoshihiro Nishimoto、Makoto Yasuda、Akio Baba
DOI:10.1021/ol4015317
日期:2013.7.5
The indium triiodide catalyzed single-stage cascade reaction of N-sutfonyl amides with hydrosilanes and two types of organosilicon nucleophiles such as silyl cyanide and silyl enolates selectively promoted deoxygenative functionalization to give alpha-cyanoamines and beta-aminocarbonyl compounds, respectively.
Catalyzed hydroboration of allyl sulfonamides
作者:Michael G. Hamilton、Catrin E. Hughes、Alison M. Irving、Christopher M. Vogels、Stephen A. Westcott
DOI:10.1016/s0022-328x(03)00260-2
日期:2003.8
The hydroboration of allyl sulfonamides (4-H3CC6H4SO2NRCH2CH=CH2: R = H, 1; Ph, 2; Bz, 3) with catecholborane (HBcat) using different rhodium catalysts has been examined using multinuclear NMR spectroscopy. Reactions give complex product distributions, regardless of the choice of catalyst, arising from a competing isomerization reaction. This isomerization reaction can be used with N-substituted allyl sulfonamides 2 and 3 to give the corresponding enamines (4-H3CC6H4SO2CH=CH2CH3), which in turn react with HBcat to give regioselective formation of one isomer (4-H3CC6H4SO2NRCH2CH2(Bcat)CH3). (C) 2003 Elsevier Science B.V. All rights reserved.