34102-87-9Relevant academic research and scientific papers
B(C6F5)3-catalyzed metal-free hydrogenation of 3,6-diarylpyridazines
Wang, Wei,Meng, Wei,Du, Haifeng
supporting information, p. 5945 - 5948 (2016/04/26)
This paper describes the first metal-free hydrogenation of 3,6-diarylpyridazines, which was successfully realized using B(C6F5)3 as a catalyst. A variety of 1,4,5,6-tetrahydropyridazine derivatives were furnished in 85-95%
Highly stereo-selective synthesis of (Z)-2,3-diiodo-1,4-diarylbut-2-ene-1, 4-diones via oxidative iodination of 1,4-diarylbuta-1,3-diynes
Singha, Raju,Dhara, Shubhendu,Ray, Jayanta K.
, p. 23989 - 23992 (2013/11/19)
A novel and highly stereo and regioselective oxidative iodination of 1,4-diarylbuta-1,3-diynes promoted by N-iodosuccinamide results in (Z)-2,3-diiodo-1,4-diarylbut-2-ene-1,4-diones. In the case of NBS, the stereo-selectivity is moderate while NIS gives exclusively Z product. A plausible mechanism for the formation of both E and Z products is also proposed.
Expanded ring diaminocarbene palladium complexes: Synthesis, structure, and Suzuki-Miyaura cross-coupling of heteroaryl chlorides in water
Kolychev, Eugene L.,Asachenko, Andrey F.,Dzhevakov, Pavel B.,Bush, Alexander A.,Shuntikov, Viacheslav V.,Khrustalev, Victor N.,Nechaev, Mikhail S.
, p. 6859 - 6866 (2013/08/25)
A series of new 6- and 7-membered N-heterocyclic carbene (NHC) complexes of palladium (NHC)Pd(cinn)Cl (cinn = cinnamyl = 3-phenylallyl) were synthesized and characterized structurally in the solid state. The influence of ring size (5, 6 or 7) and bulkiness of N-aryl substituents (Mes = 2,4,6-trimethylphenyl, or Dipp = 2,6-diisopropylphenyl) in carbenes on palladium catalysed Suzuki-Miyaura cross-coupling was revealed. Due to the unique stereoelectronic properties of expanded ring NHCs, a versatile, highly efficient green protocol of coupling of heteroaromatic chlorides and bromides with boronic acids has been developed. High quantitative yields of biaryls were achieved with water as solvent, under air, using low catalyst and phase transfer agent loadings, and with mild and environmentally benign base NaHCO3. The Royal Society of Chemistry 2013.
Novel tandem reactions of 2,2′-sulfonylbis(1,3-diarylprop-2-en-1-ones) with hydrazine: Formation of 3,6-diarylpyridazines and 3,5-diarylpyrazoles
Gnanadeepam,Selvaraj,Perumal,Renuga
, p. 2227 - 2230 (2007/10/03)
The 2,2′-sulfonylbis(1,3-diarylprop-2-en-1-ones) undergo tandem reactions with hydrazine affording 3,6-diarylpyridazines and 3,5-diarylpyrazoles unexpectedly, the latter predominating.
1,2-Dithiines and precursors, XVI: Synthesis, structure, and reactivity of non-anellated 1,2-dithiines
Schroth, Werner,Dunger, Simona,Billig, Frank,Spitzner, Roland,Herzschuh, Rainer,Vogt, Almut,Jende, Thomas,Israel, Gunter,Barche, Jens,Stroehl, Dieter,Sieler, Joachim
, p. 12677 - 12698 (2007/10/03)
Various monocyclic 1,2-dithiines 6a,b,d-t were prepared via (Z,Z)-1,4-difunctionalized butadienes (4-11,19,20). A twisted cyclic structure A is unequivocally proved rather than of the ringopened valence isomer B. The reactivity of these 1,2-dithiines is d
Preparation of 3,6-Disubstituted Pyridazines from 3-Thiapentane-1,5-diones via 2,7-Dihydro-1,4,5-thiadiazepines
Nakayama, Juzo,Konishi, Toru,Ishii, Akihiko,Hoshino, Masamatsu
, p. 2608 - 2612 (2007/10/02)
A series of 3-thiapentane-1,5-diones condense with hydrazine in the presence of a catalytic amount of p-toluenesulfonic acid in refluxing ethanol to give 2,7-dihydro-1,4,5-thiadiazepines in excellent yields.Thermal decomposition of the latter compounds in
THERMAL HETEROCYCLIZATION OF METHYL ARYL KETAZINES. I. REACTIONS OF THE TAUTOMERIC DIENEHYDRAZINE FORM
Shurukhin, Yu. V.,Klyuev, N. A.,Grandberg, I. I.
, p. 1883 - 1888 (2007/10/02)
The thermal reactions of methyl aryl ketazines in the range of 150-350 deg C were studied.Thermolysis is represented by three types of parallel-consecutive reactions of various tautomeric forms of the initial compounds, i.e., the dienehydrazine, the enehydrazine, and azine forms.The chemical transformations of the first type lead to the cyclization of the azines into derivatives of 2,5-diarylpyrrole and 3,6-diarylpyridazine.The formation of pyrroles under the conditions of uncatalyzed thermolysis and at temperatures excluding the possibility of processes involvingthe participation of radicals is consistent with the mechanism of a -sigmatropic shift.
