Nickel-catalysed selective N-arylation or N,N′-diarylation of secondary diamines
作者:Eric Brenner、Raphaël Schneider、Yves Fort
DOI:10.1016/s0040-4020(02)00750-0
日期:2002.8
synthesis of N-aryl or N,N′-diaryl piperazines and trimethylene(bis)piperidines from the corresponding diamines and aryl chlorides using a catalyst combination of Ni(0) associated to 2,2′-bipyridine is described. The Ni/2,2′-bipyridine catalyst is also effective for the sequential arylation of piperazine. The preparation of novel and unsymmetrical 1,4-diaryl piperazines is reported.
Tunable Functionalization of Saturated C–C and C–H Bonds of <i>N,N′</i>-Diarylpiperazines Enabled by <i>tert</i>-Butyl Nitrite (TBN) and NaNO<sub>2</sub> Systems
A tunable functionalization of saturated C–C and C–H bonds of N,N′-diarylpiperazine derivatives was realized by tert-butyl nitrite (TBN) and NaNO2 systems, respectively. When TBN was employed as the oxidant, C–C bond cleavage occurred smoothly, providing a series of formamides in good yields. In the presence of NaNO2, C–H oxidation was achieved, resulting in efficient synthesis of nitroalkenes. The