83824-09-3Relevant academic research and scientific papers
Synthesis and structural analysis of (e)-2-(2'-nitrovinyl)indoles from the corresponding 2-formylindole derivatives
Rodriguez,Lafuente,Garcia-Almaraz
, p. 1281 - 1288 (2007/10/03)
Preparation of 2-formylindoles was carried out from the appropriate methylindole by oxidation with selenium dioxide and by Vilsmeier formylation. The 2-(2'-nitrovinyl)indoles have been obtained by condensation of 2-formylindoles with nitroalkanes in the presence of ammonium chloride in good yields. In this reaction, only the (E)-isomer of the 2-(2'-nitrovinyl)indoles was observed by 1H nmr and NOE experiments. Evidence for an extended conjugation through the double bond and the nitro group can be evaluate by the deshielding effect on the olefinic protons. Moreover, the non-Beer's law behaviour in the uv-visible spectra suggest the existence of some sort of complex for these compounds.
Pyrolytic Generation of 3-Phenylindol-2-ylmethylenecarbene and its Cyclization to 7H-Benzocarbazole
Brown, Roger F. C.,Coulston, Karen J.,Eastwood, Frank W.,Manyweathers, Jennifer J.
, p. 411 - 414 (2007/10/02)
Flash vacuum pyrolysis of the 3-phenylindol-2-ylmethylene derivative (12) of Meldrum's acid at 600 deg and at 750 deg/0.03 mm gives 9-phenyl-3H-pyrroloindol-3-one (14) (97percent).At 900 deg/0.3 mm (14) (49percent) is accompanied by 7H-benzocarbazole (6) (10percent).The latter is formed by intramolecular C-H insertion in the title carbene (5).
Pronounced Aldehydic Character of N-Formylindoles: Part II - Preparation, PMR and Mass Spectrometric Study of Their 4-Nitrophenyl- and 2,4-Dinitrophenyl-hydrazones
Biswas, K. M.,Dhara, R. N.
, p. 632 - 637 (2007/10/02)
N-Formylindoles (1A-H) exhibit pronounced aldehydic character as revealed by the formation of 4-nitrophenylhydrazones (2A-E) and 2,4-dinitrophenylhydrazones (2F-J).The N-formylindoles (1E-G) bearing phenyl groups at 2- and 3-positions do not form either 4
