105516-47-0Relevant articles and documents
New Syntheses of Heterocycles with Vinyl- and Divinylcarbodiimides: Pyrroles, Triazoles, Pyrimidines, Pyrindines, Isoquinolines and Thiazolyl-isothiazoles
Capuano, Lilly,Hammerer, Volker,Huch, Volker
, p. 23 - 28 (2007/10/02)
The title compounds 3 and 4 react with diazomethane either by loss or by retention of the diazo nitrogen, to afford 3,4-dihydro-2-imino-2H-pyrroles 6 and 10 or the vic-triazole 5, respectively.The structure of 5 has been established by X-ray diffraction analysis. - The addition of benzylidene methylamine or alicyclic enamines 9 to 4 results in the formation of partially hydrogenated pyrimidine 7, pyrindine 11a or isoquinoline 11b. - Thermolysis of 4 proceeds with spontaneous dehydrogenation, giving high yields of 1-(1-indolyl)isoquinolines 8. - The derivative 10a, when melted with sulfur, undergoes both dehydrogenation and sulfur insertion, whereby the hitherto unknown thiazolyl-isothiazole 13 is formed.Its structure has been elucidated by an X-ray diffraction analysis. - A synthesis of the imidazoisoquinoline derivative 16 is reported. - Key Words: Carbodiimides, vinyl-, divinyl- / Imidazoisoquinoline