1037746-97-6Relevant articles and documents
Ligand controlled orthogonal base-assisted direct C-H bond arylation in oxa(thia)zole-4-carboxylate series. New insights in nCMD mechanism
Théveau, Laure,Querolle, Olivier,Dupas, Georges,Hoarau, Christophe
, p. 4375 - 4380 (2013)
Alkyl- and arylphosphines have been screened in competitive C2-H/C5-H direct phenylation of oxa(thia)zole-4-carboxylates using Cs2CO 3 and Rb2CO3 carbonate bases. nCMD-based C2-H selective direct phenylation was
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
body text, 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.