1000029-07-1Relevant articles and documents
Comparing the reactivity of the 4- and 5-positions of 2-phenylthiazoles in stille cross-coupling reactions
H?mmerle, Johanna,Schnürch, Michael,Stanetty, Peter
, p. 2975 - 2978 (2007)
A systematic study of the cross-coupling capability of 4-and 5-substituted 2-phenylthiazoles under Stille conditions is presented. Two cross-coupling options were investigated: 1) combination of thiazolylstannanes with various aryl(hetaryl) halides and, 2) reaction of halothiazoles with PhSn(Bu) 3 as coupling partner. The results obtained from the cross-coupling reactions on the 4- and 5-positions of the thiazole system were compared regarding the influence of the position of the halide (Br, I) and the Bu 3Sn group on both coupling partners. A broad selection of aromatic and heteroaromatic halides was coupled in order to establish a general reactivity platform for this heterocyclic system. Georg Thieme Verlag Stuttgart.
Light-controlled reversible modulation of frontier molecular orbital energy levels in trifluoromethylated diarylethenes
Herder, Martin,Eisenreich, Fabian,Bonasera, Aurelio,Grafl, Anna,Grubert, Lutz,P?tzel, Michael,Schwarz, Jutta,Hecht, Stefan
, p. 3743 - 3754 (2017/03/21)
Among bistable photochromic molecules, diarylethenes (DAEs) possess the distinct feature that upon photoisomerization they undergo a large modulation of their pelectronic system, accompanied by a marked shift of the HOMO/LUMO energies and hence oxidation/
A guideline for the arylation of positions 4 and 5 of thiazole via Pd-catalyzed cross-coupling reactions
H?mmerle, Johanna,Schnürch, Michael,Iqbal, Naseer,Mihovilovic, Marko D.,Stanetty, Peter
scheme or table, p. 8051 - 8059 (2010/10/21)
The arylation of thiazoles in 4- and 5-position was investigated in detail. Suzuki-Miyaura and Stille cross-coupling reactions were tested using thiazoles either as halide or organometal species. The obtained results were critically compared to develop he
Direct arylation of thiazoles on water
Turner, Gemma L.,Morris, James A.,Greaney, Michael F.
, p. 7996 - 8000 (2008/09/17)
Wetter is better: The direct arylation of thiazoles on water is quicker, cleaner, and higher-yielding than arylation in organic solvents. The reaction works under mild conditions for an array of aryl iodides, producing 2,5-diaryl thiazoles in excellent yields. Importantly, novel bi-heteroaryl compounds are produced without the requirement for stoichiometric organometallic coupling agents. (Figure Presented).
