65833-18-3Relevant academic research and scientific papers
A novel approach to isoindolo[2,1-a]indol-6-ones
Duncanson, Philip,Cheong, Yuen-Ki,Motevalli, Majid,Griffiths, D. Vaughan
supporting information; experimental part, p. 4266 - 4279 (2012/07/13)
A convenient route to isoindolo[2,1-a]indol-6-ones has been developed starting from the appropriate 2-(N-phthaloyl)benzoic acids. Formation of the acid chlorides with thionyl chloride followed by heating with triethyl phosphite in a suitable solvent resulted in a multistep reaction giving tetracyclic β-ketophosphonates that on reduction with sodium borohydride gave the required indolones in good overall yields. Analogous β-ketophosphonates were also prepared starting with N,N-(1,8-naphthaloyl)-2-aminobenzoic acid and 2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)benzoic acids although of these only the naphthaloyl product could be reduced with sodium borohydride without cleaving the amide bond in the ring system.
