Indoline functionalized scaffolds

Fig. 17.5 First- and second-generation functionalized indoline scaffolds.

Almost at the same time as the first report of the Kiindig group in 2011, Kagan and co-workers realized an asymmetric synthesis of chiral indoline scaffolds via Pd°/bisphosphine catalyzed C(sp )—H bond functionalization. They briefly investigated a number of chiral ligands (R,R)-L16 gave the cyclization product in best results (Scheme 5.35). They also employed this method to synthesize cyclohexyl fused indolines in promising yields (up to 97%) and enantioselectivity (up to 93% ee). 

With the goal of producing different indoline-based functionalized polycyclic architectures and using such architectures in library generation, we developed a practical, enantio-controlled synthesis of an aminoindoline scaffold, (14) (Figure 17.7) [26]. This scaffold has several attractive features that make it extremely... 

Keywords Indoles, istains/acenaphthaquinone, sulfamic acid, ethanol-water (1 1), room temperature, one-pot pseudo-multicomponent reaction, functionalized 3,3-f>A(indol-3-yl) indolin-2-one scaffolds / 2,2-W5(indol-3-yl)acenaphthylen-l(2/f)-one derivatives... 

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