39969-28-3Relevant articles and documents
2,2-Diazido-1,2-diarylethanones: Synthesis and Reactivity with Primary Amines
Holzschneider, Kristina,H?ring, Andreas P.,Kirsch, Stefan F.
, p. 2824 - 2831 (2019/04/30)
We describe the synthesis and reactivity of a new class of diazidated compounds: the 2,2-diazido-1,2-diarylethanones. The diazides are easily accessible from 1,2-diarylethanones through a mild and simple protocol for the direct oxidative diazidation, using iodine and sodium azide in DMSO at room temperature. In studies towards their reactivity with amine nucleophiles under basic conditions, the diazides are shown to undergo a controlled fragmentation reaction that provides a straightforward access to the corresponding amides. In stark contrast to our previous results on the amine-triggered fragmentation of diazidated compounds, aromatic nitriles are found to be by-products of synthetic value. The net reaction consisting of diazidation and subsequent fragmentation, thus, provides a simple way to convert 1,2-diarylethanones into both aromatic amides and nitriles.
Cyclopalladated ferrocenylimines: efficient catalysts for homocoupling and Sonogashira reaction of terminal alkynes
Yang, Fan,Cui, Xiuling,Li, Ya-nan,Zhang, Jinli,Ren, Ge-rui,Wu, Yangjie
, p. 1963 - 1969 (2007/10/03)
A novel pathway for homocoupling of terminal alkynes has been described using cyclopalladated ferrocenylimine 1 or 2/CuI as catalyst in the air. This catalytic system could tolerate several functional groups. The palladacycle 2 in the presence of n-Bu4NBr as an additive could be applied to Sonogashira cross-coupling reaction of aryl iodides, aryl bromides, and some activated aryl chlorides with terminal alkynes under amine- and copper-free conditions, mostly to give moderate to excellent yields.