133415-16-4Relevant academic research and scientific papers
Aryl-aryl coupling via palladium-catalyzed C-P/C-H bond cleavage
Li, Ziyuan,Zhou, Haipin,Xu, Jinyi,Wu, Xiaoming,Yao, Hequan
supporting information, p. 3281 - 3286 (2013/04/24)
The first example of aryl-aryl coupling through palladium-catalyzed C-P/C-H bond cleavage with good functional group tolerance is disclosed. This work demonstrates the phosphines could be used as coupling partners in palladium-catalyzed aryl-aryl coupling
Pd(ii)-catalyzed direct C5-arylation of azole-4-carboxylates through double C-H bond cleavage
Li, Ziyuan,Ma, Ling,Xu, Jinyi,Kong, Lingyi,Wu, Xiaoming,Yao, Hequan
, p. 3763 - 3765 (2012/06/15)
The first palladium-catalyzed direct C5-arylation of azole-4-carboxylates with simple unactivated arenes through double C-H bond cleavage is realized. This protocol provided a straightforward access to diverse 5-arylsubstituted azole-4-carboxylic derivatives with good functional group tolerance. The Royal Society of Chemistry 2012.
Mechanism selection for regiocontrol in base-assisted, palladium-catalysed direct C-H coupling with halides: First approach for oxazole- and thiazole-4-carboxylates
Théveau, Laure,Verrier, Cécile,Lassalas, Pierrik,Martin, Thibaut,Dupas, Georges,Querolle, Olivier,Van Hijfte, Luc,Marsais, Francis,Hoarau, Christophe
supporting information; scheme or table, p. 14450 - 14463 (2012/01/15)
Both base-assisted non-concerted metallation-deprotonation (nCMD) and concerted metallation-deprotonation (CMD) have been identified as two potent operating mechanisms in palladium-catalysed direct C-H coupling of oxazole and thiazole-4-carboxylate esters
Direct C-2 arylation of alkyl 4-thiazolecarboxylates: New insights in synthesis of heterocyclic core of thiopeptide antibiotics
Martin, Thibaut,Verrier, Cecile,Hoarau, Christophe,Marsais, Francis
supporting information; experimental part, p. 2909 - 2912 (2009/05/30)
(Chemical Equation Presented) The Pd(0)-catalyzed regioselective C-2 (hetero)arylation of tert-butyl 4-thiazolecarboxylate with a broad (hetero)aryl halide is reported, including the direct coupling of pyridinyl halides. The process has allowed the preparation of valuable 2-pyridynyl-4- thiazolecarboxylates which are components of the complex heterocyclic core of thiopeptides antibiotics. As a first application, a synthesis of a tert-butyl sulfomycinamate thio-analogue from tert-butyl 4-thiazolecarboxylate is here described through a three-step direct pyridinylation, halogenation, and Stille cross-coupling sequence.
SYNTHESIS OF NOVEL THIAZOLES BEARING HYDRAZINE, THIOSEMICARBAZIDE, THIAZOLE, AND THIAZOLIDINONE MOIETIES
Mamedov, V. A.,Nuretdinov, I. A.,Sibgatullina, F. G.
, p. 2470 - 2474 (2007/10/02)
Thiazolecarboxylate esters (I) and (II) react with hydrazine hydrate to give the acid hydrazides (III) and (IV), which then react with KSCN and PhNCS to give high yields of the thiosemicarbazides (V)-(VIII).Cyclocondensation of the thiosemicarbazide (V) w
SYNTHESIS OF FUNCTIONALLY SUBSTITUTED 5-PHENYLTHIAZOLES
Mamedov, V. A.,Nuretdinov, I. A.,Sadkova, D. N.
, p. 2591 - 2593 (2007/10/02)
The reaction of esters and amides of 3-phenyl-3-chloro-2-oxopropionic acid with thioamides and thiourea gave new 5-phenylthiazoles.
