6915-66-8

Upstream product

• 1504-16-1 3-phenyl-1H-indole 
• 68-12-2 N,N-dimethyl-formamide 
• 52838-99-0 (3-phenylindol-2-yl)methanol 
• 4757-69-1 2-methyl-3-phenyl-1H-indole 
• 117786-09-1 N-(1-methyl-2-phenyl-ethylidene)-N'-phenyl-hydrazine 
• 37129-23-0 ethyl 3-phenyl-1H-indole-2-carboxylate 
• 2835-77-0 (2-aminophenyl)(phenyl)methanone 
• 85-99-4 2-acetamidobenzophenone 
• 1448531-98-3 N-(2-(1-hydroxy-1-phenylprop-2-ynyl)phenyl)acetamide 

Downstream Products

• 154564-89-3 2,2-dimethyl-5-(3'-phenylindol-2'-ylmethylene)-1,3-dioxan-4,6-dione 

Relevant academic research and scientific papers

Metal-free synthesis of 1H-indole-2-carbaldehydes by N-iodosuccinimide- mediated cyclization of 1-(2′-anilinyl)prop-2-yn-1-ols in water. A formal synthesis of (R)-calindol

A N-iodosuccinimide (NIS)-mediated method to prepare 1H-indole-2- carbaldehydes efficiently from cycloisomerization of 1-(2-aminophenyl)prop-2-yn- 1-ols is described. The reaction is operationally straightforward and accomplished in good to excellent yiel

Synthesis and structural analysis of (e)-2-(2'-nitrovinyl)indoles from the corresponding 2-formylindole derivatives

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.

New easily accessible chiral indole ligands

An efficient and large-scale synthesis of indoles 3 and 4 bearing in 2-position opitically active substituents has been carried out according to the methodology introduced by Fuerstner.Furthermore, starting from indole-2-carbaldeyde, 6, the corresponding chiral indole Schiff bases 7, 8 and 9 have been synthesized.The cobalt complex, prepared from 9 and cobalt(II) acetate, has been shown to catalyze the reduction of acetophenone with NaBH4 in an e. e. of 22percent.

Pyrolytic Generation of 3-Phenylindol-2-ylmethylenecarbene and its Cyclization to 7H-Benzocarbazole

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).