Department of Chemistry, Emory University, Atlanta, Georgia 30322, USA.
Org Lett. 2013 Aug 16;15(16):4114-7. doi: 10.1021/ol4017468. Epub 2013 Jul 26.
The chemoselective reaction of donor/acceptor (D/A) and acceptor/acceptor (A/A) diazo moieties in the same molecule was examined using 3-diazo-1-(ethyl 2-diazomalonyl)indolin-2-one under rhodium(II) catalysis. The D/A diazo group undergoes selective cyclopropanation as well as XH-insertion, leaving behind the second diazo group for a further intramolecular dipolar cycloaddition reaction.
在铑(II)催化下,考察了同一分子中供体/受体(D/A)和受体/受体(A/A)重氮部分的化学选择性反应。D/A 重氮基团经历选择性环丙烷化以及 XH-插入,留下第二个重氮基团进行进一步的分子内偶极环加成反应。