Synthesis of 3-[(coumarinyl)carbonyl]-3a,8b-dihyroindeno[1,2-b]pyrrole-4(1H)-ones and their conversion to coumarin bearing spiro[isobenzofuran-1,2′-pyrrole] moiety compounds via oxidative cleavage reactionElectronic supplementary information (ESI) available: CCDC 935936 and 1033422. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c5ra15405g

New coumarin derivatives bearing an indenopyrrole moiety were prepared by the reaction of salicylaldehyde, 4-hydroxy-6-methyl-2 H -pyran-2-one, benzylamine and ninhydrin in the presence of triethylamine as a basic catalyst; the as mentioned compounds lead to coumarin bearing spiro[isobenzofuran-1,2′-pyrrole] moiety compounds via an oxidative cleavage reaction by periodic acid. Ease of handling, easy purification and moderate to good yields are attractive features of the present method. The products were also characterized using IR, mass, elemental analyses, 1 H NMR, 13 C NMR and X-ray crystallography. The synthesis of substituted coumarin derivatives bearing indenopyrrole and spiro[isobenzofuran-1,2′-pyrrole] in a four-component sequential reaction and following oxidative cleavage reaction.