96597-85-2Relevant academic research and scientific papers
Photoredox transformations with dimeric gold complexes
Revol, Guillaume,McCallum, Terry,Morin, Mathieu,Gagosz, Fabien,Barriault, Louis
, p. 13342 - 13345 (2013)
Let the sunshine in! Unactivated alkyl and aryl bromides underwent a light-enabled reductive radical cyclization in the presence of a dimeric phosphine-gold complex as a photocatalyst (see scheme; X=C(CO 2Et)2, NR, O). Sunlight can be used as the energy source for this simple and efficient radical reaction, which does not require potentially hazardous and toxic chemical reagents, such as organostannanes and chemical initiators.
Synthesis of All-Carbon Quaternary Centers by Palladium-Catalyzed Olefin Dicarbofunctionalization
Koy, Maximilian,Bellotti, Peter,Katzenburg, Felix,Daniliuc, Constantin G.,Glorius, Frank
supporting information, p. 2375 - 2379 (2020/01/24)
The redox-neutral dicarbofunctionalization of tri- and tetrasubstituted olefins to form a variety of (hetero)cyclic compounds under photoinduced palladium catalysis is described. This cascade reaction process was used to couple styrenes or acryl amides with a broad range of highly decorated olefins tethered to aryl or alkyl bromides (>50 examples). This procedure enables one or two contiguous all-carbon quaternary centers to be formed in a single step. The products could be readily diversified and applied in the synthesis of a bioactive oxindole analogue.
A dehydrogenative diels-alder reaction of prenyl derivatives with 2,3-dichloro-5,6-dicyanobenzoquinone
Feng, Hong-Xia,Wang, Yuan-Yuan,Chen, Jie,Zhou, Ling
supporting information, p. 940 - 944 (2015/03/30)
An efficient dehydrogenative Diels-Alder (DHDA) reaction of prenyl derivatives with 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) has been developed under mild conditions, leading to a series of cyclohexene derivatives with good to excellent yields and excellent diastereoselectivity.
Regioselective Addition of Grignard Reagents to 3-Methoxy- and 3-Nitrophthalic Anhydride
Braun, Manfred,Veith, Reiner,Moll, Gerard
, p. 1058 - 1070 (2007/10/02)
The regioselectivity in the addition of the grignard reagents 5a and 6a to the anhydrides 1 and 2 is determined by the solvent system: in a highly selective manner (3:97), the meta carbonyl group is attacked in tetrahydrofuran/tetramethylethylenediamine, while predominant, but relatively unselective (maximum 78:22) addition to the ortho carbonyl group is observed in diethyl ether.The influence of the solvent system on the regioselectivity is discussed.The LUMO-coefficients of the carbonyl carbon atoms in 1 and 2 were calculated.
