77900-22-2

Upstream product

• 105518-48-7 6-acetyl-3,6,7,8-tetrahydrobenzo<1,2-b:4,3-b'>dipyrrole-2-carboxylic acid 
• 6146-52-7 5-nitroindole 
• 82221-06-5 6-acetyl-3,6,7,8-tetrahydrobenzo<1,2-b:4,3-b'>dipyrrole-2-carboxylic acid, ethyl ester 
• 124400-51-7 5-nitro-1-(phenylsulfonyl)-1H-indole 
• 1431510-12-1 4-iodo-1-(phenylsulfonyl)indol-5-amine 
• 1431510-13-2 N-[4-iodo-1-(phenylsulfonyl)indol-5-yl]trifluoroacetamide 
• 1431510-23-4 3,6-dihydro-3-(phenylsulfonyl)pyrrolo[3,2-e]indole 
• 124400-52-8 1-Benzenesulfonyl-1H-indol-5-yl amine 
• 82221-05-4 2-ethoxycarbonyl-6,7-dihydro-1H,5H-pyrrolo<2,3-f>indole 
• 188730-26-9 (1-Benzyloxymethyl-5-nitro-1H-indol-4-yl)-acetonitrile 
• 188730-25-8 1-Benzyloxymethyl-5-nitro-1H-indole 
• 188730-28-1 1-benzyloxymethyl-pyrrolo[3,2-e]indole 
• 188730-30-5 1-hydroxymethylpyrrolo[3,2-e]indole 

Downstream Products

• 88223-03-4 1-(p-nitrophenylazo)-3H,6H-pyrrolo(3,2-e)indole 
• 84905-62-4 1,8-Bis(dimethylaminomethyl)-3H,6H-pyrrolo<3,2-e>indole dimethiodide 

Relevant academic research and scientific papers

An efficient, general synthesis of 2-substituted 3,6-dihydropyrrolo[3,2-e] indoles involving one-pot Sonogashira coupling and cyclisation

A number of 2-substituted 3,6-dihydropyrrolo[3,2-e]indoles were synthesised efficiently by the reaction of 4-iodo-1-(phenylsulfonyl)-5-(trifluoroacetamido) indole with terminal acetylenes in the presence of a palladium(0) catalyst and a copper(I) co-catal

Synthesis and reactivity of pyrrolo[3,2-e]indole: Removal of a N-BOM group from an unactivated indole

A practical synthesis of pyrrolo[3,2-e]indole (1) is described. Different hydrogenation conditions of the indol-4-ylacetonitrile (3) afforded either 1-BOM-pyrrolo[3,2-e]indole (4, 42% from 5-nitroindole) or 1-hydroxymethylpyrrolo[3,2-e]indole (5, 46% from 5-nitroindole). Removal of the benzyl group was found to be problematic, but could be accomplished in moderate yield. Treatment of the resulting 1-hydroxymethylpyrrolo[3,2-e]indole (5) with NaOH in THF afforded 1 (94% from 5). Limited studies on the chemistry of 1 are also presented.

PYRROLOINDOLES. 6. NEW SYNTHESIS OF 1H,5H-PYRROLOINDOLE AND 3H,6H-PYRROLOINDOLE

Ethyl pyruvate 1-acetyl-5-indolinylhydrazone was obtained by diazotization of 1-acetyl-5-aminoindoline with subsequent reduction of the diazonium salt and condensation of the hydrazine with ethyl pyruvate.A mixture of hydrogenated derivatives of linear and angular pyrroloindoles is formed as a result of cyclization of the hydrazone in polyphosphoric acid esters.Subsequent hydrolysis, decarboxylation, and dehydrogenation lead to 1H,5H-pyrroloindole and 3H,6H-pyrroloindole.