The crystal structures of the new compounds spiro[cyclohexane-1,3’-indol]-2’(1’H)-one (1), (rel-1R,2S)-spiro[bicyclo[2.2.1] heptane-2,3’-indol]-2’(1’H)-one (2) and spiro[indole-3,2’-tricyclo[3.3.1.1]decan]-2(1H)-one (3) have been determined by low temperature single crystal X-ray diffraction. The effects of substitution on the hydrogen bonding pattern is compared between all three compounds.

A practical and new method for the synthesis oxindole substituted pyrrolo[2,3-d]pyrimidines by the condensation of isatin, acetophenone and 6-amino-uracil under ultrasound irradiation conditions at 60 °C was described. The reaction was developed via a sequential tandem process to afford the oxindole substituted pyrrolo[2,3-d]pyrimidines in good to excellent yields. All reactions performed effic...

The hole transport material (HTM) of organic–inorganic perovskite solar cells (PVSCs) plays a very important role for achieving high power conversion efficiency and long-term stability. 2,2’,7,7’-tetrakis[N,N-di(4-methoxyphenyl)amino]-9-9’-spirobifluorene (spiro-OMeTAD) is the first solid-state HTM used in PVSCs has gained tremendous attention during last decade. Herein, concept spirolinkage sy...

A concise synthesis of spiro-cyclopropane compounds from indole derivatives and sulfur ylides has been developed via a dearomatization strategy. Moreover, the spiro-cyclopropane compounds could be conveniently transformed to rearomatized indole derivatives in the presence of acids.

Treatment of benzanthrone (1) with biphenyl-2-yl lithium leads to the surprisingly stable enol 4, which is converted by dehydrogenation into the benzanthrone derivative 7. Under acidic conditions 4 isomerises to the spiro compound 11 and the bicyclo[4.3.1]decane derivative 12. Furthermore, the formation of 7 and the hydrogenated compound 13 is observed. A mechanism for the formation of the reac...

[2+2] Cycloadditions of methylene exo-glycal derivatives with chlorosulfonyl isocyanate and dichloroketene were studied in detail, investigating the effect carbohydrate moiety, protecting groups as well reaction temperature on yields transformations. These reactions gave new anomeric spiro-β-lactam spiro-cyclobutanone derivatives, whose structure was established by 1D 2D NMR MS experiments. The...

The development of multicomponent reactions (MCRs) designed to produce elaborate biologically active compounds has become an important area of research in organic, combinatorial, and medicinal chemistry. A comparative study of the synthesis of new bis-spiro-oxindolo(pyrrolizidines/pyrrolidines) ring systems by the cycloaddition of azomethine ylides generated by a decarboxylative route from sarc...

In the title compound, C(21)H(15)N(5)O(2), the pyrrolidine ring adopts a twist conformation. Both the oxindole rings are planar [maximum deviations of 0.076 (1) and 0.029 (1) Å in the two rings] and are oriented at a dihedral angle of 72.7 (1)°. The crystal structure is stabilized by C-H⋯O, N-H⋯O, N-H⋯N and C-H⋯π inter-actions.

One-pot three-component cyclo-condensation reaction of bis(indole-2,3-diones) with dimedone, 3-methyl-1H-pyrazol-5(4H)-one, or 6-aminouracil in boiling acetic acid afforded bis-spirocyclic oxindole...