RESUMO
A simple and efficient palladium-catalyzed carbonylative Sonogashira coupling via tert-butyl isocyanide insertion has been developed, which demonstrates the utility of isocyanides in intermolecular C-C bond construction. This methodology provides a novel pathway for the synthesis of alkynyl imines which can undergo simple silica gel catalyzed hydrolysis to afford alkynones. The approach is tolerant of a wide range of substrates and applicable to library synthesis.
Assuntos
Brometos/química , Cetonas/síntese química , Nitrilas/química , Compostos Organometálicos/química , Paládio/química , Catálise , Cetonas/química , Estrutura MolecularRESUMO
A facile and efficient copper-catalyzed method for the synthesis of 4H-3,1-benzoxazin-4-one derivatives has been developed. This procedure is based on a tandem intramolecular C-N coupling/rearrangement process. This method would provide a new and useful strategy for construction of N-heterocycles.
Assuntos
Benzoxazinas/síntese química , Cobre/química , Benzoxazinas/química , Catálise , Técnicas de Química Sintética/métodos , Espectroscopia de Ressonância Magnética , Estrutura MolecularRESUMO
A novel and highly efficient strategy for the synthesis of isocoumarins and phthalides through a palladium(0)-catalyzed reaction incorporating tert-butyl isocyanide has been developed. This process, providing one of the simplest methods for the synthesis of this class of valuable lactones, involves two steps including cyclization reaction and simple acid hydrolysis. The methodology is tolerant of a wide range of substrates and applicable to library synthesis.
Assuntos
Benzofuranos/química , Benzofuranos/síntese química , Isocumarinas/química , Isocumarinas/síntese química , Lactonas/química , Nitrilas/química , Catálise , Ciclização , Hidrólise , Estrutura Molecular , PaládioRESUMO
A simple and highly efficient strategy for the synthesis of 3-substituted isocoumarins through a copper(I)-catalyzed reaction of 1-(2-halophenyl)-1,3-diones has been developed. The procedure is based on a cascade copper-catalyzed intramolecular Ullmann-type C-arylation and rearrangement process. This methodology is tolerant of a wide range of substrates and applicable to library synthesis.