239-15-6

Upstream product

• 115438-93-2 12-Benzenesulfonyl-7-hydroxy-6,12-dihydro-7H-indolo[2,3-a]quinolizin-5-ylium; bromide 
• 1122-62-9 2-acetylpyridine 
• 2524-52-9 ethyl-2-picolinate 
• 73282-12-9 1-phenylsulfonyl-2-(pyridin-2-yl)-1H-indole 
• 100-63-0 phenylhydrazine 
• 13228-40-5 2-(2-pyridinyl)-1H-indole 
• 17157-48-1 bromoacetaldehyde 

Downstream Products

• 4802-79-3 1,2,3,4,6,7,12,12b-octahydroindolo(2,3-a)quinolizine 

Related news

Total synthesis of new indolo[2,3-a]quinolizine alkaloids sempervirine type, potential pharmaceuticals09/30/2019

Total synthesis of the two series of new pentacycilc cycloalk[g]indolo[2,3-a]quinolizine alkaloids (modified sempervirine possessing the wide range of activity), has been elaborated in five steps from 5-acetyl-3-methylthio-1,2,4-triazine (obtained from the simple acyclic materials). In the two k...detailed

Synthesis of indolo[2,3-a]quinolizine and hexahydro-1H-indolizino[8,7-b]indole derivatives by cascade condensation, cyclization, and Pictet–Spengler reaction: an application to the synthesis of (±)-harmicine09/28/2019

Synthesis of indole alkaloid related compounds using Schiff base formation, intramolecular cyclization (or N-alkylation), and Pictet–Spengler reaction as a cascade one pot condensation has been reported. The cascade chemistry has been applied to the synthesis of (±)-harmicine as a key step.detailed

Relevant academic research and scientific papers

Total synthesis of new indolo[2,3-a]quinolizine alkaloids sempervirine type, potential pharmaceuticals

Total synthesis of the two series of new pentacycilc cycloalk[g]indolo[2,3-a]quinolizine alkaloids (modified sempervirine possessing the wide range of activity), has been elaborated in five steps from 5-acetyl-3-methylthio-1,2,4-triazine (obtained from the simple acyclic materials). In the two key steps: inverse electron demand Diels-Alder reaction of precursor with cyclic enamines and the following Fischer indolization of 3-acetyl-1-methylthiocycloalka[c]pyridines, the AB-DE synthons, has been obtained. The final stages: desulfuration, and formation of the C-ring via the Gribble method have led to the expected zwitterionic alkaloids. Model syntheses of the indolopyridocoline and its methoxy analogue from 2-acetylpyridine have been performed for investigation of the microwave-induced Fischer synthesis of sensitive indoles and for obtaining compounds for comparative study of spectroscopic data.

Syntheses of Camalexin, Indolopyridocoline and Flavopereirine

A short synthetic route to the phytoalexin camalexin 7 and a convergent approach to the alkaloids indolopyridocoline 8, 6,7-dihydroflavopereirine 15 and flavopereirine 9 are presented.Starting from well accessible precursors, these total syntheses highlight the preparative potential of a new method for indole synthesis based on the formation of the C2-C3 bond by low-valent titanium induced reductive coupling of oxo-amides.

A DIRECTED METALATION ROUTE TO THE ZWITTERIONIC INDOLE ALKALOIDS. SYNTHESES OF INDOLOQUINOLIZINE, FLAVOPEREIRINE, FLAVOCARPINE, AND DIHYDROFLAVOPEREIRINE

A protocol involving beta-lithiation of 2-(2-pyridinyl)indoles (4->5) and subsequent reaction with bromoacetaldehyde or oxirane has led to syntheses of the alkaloids indoloquinolizine (1), flavopereirine (2), flavocarpine (21), and dihydroflavopere