Synthesis and Some Biological Properties of Pyrrolo[1,2‐a]indoles

Abstract

The procedures for the synthesis of substituted pyrrolo[1,2‐a]indoles and some of their biological properties are reviewed.

Photocatalytic Synthesis of Polycyclic Indolones

“…Then, to further demonstrate the utility of this method we performed some transformations on compounds 6 to prove their versatility as synthetic intermediates. First, 6q was reduced with borane to access in as ingle step the pyrroloindole scaffold (see 8)w hich is found is many bioactive compounds, [15] including the flinderole alkaloids [16] and many pharmaceutically relevant small molecules. [17] Importantly, 6q could also be selectively hydrogenated with ac atalytic amount of palladium on charcoal to access the important indoline scaffold quantitatively( see 10).…”

Copper‐Catalyzed Modular Access to N‐Fused Polycyclic Indoles and 5‐Aroyl‐pyrrol‐2‐ones via Intramolecular N—H/C—H Annulation with Alkynes: Scope and Mechanism Probes

“…[ 2 ] In this context, annulation of indole derivatives with alkenes, alkynes or diazo compounds has been extensively studied (Scheme 1A, path a). [ 3 ] In contrast, the direct indolization would be a more appealing strategy since it employs more accessible anilines as building blocks, thus conferring the products with more diversity and tunability. [ 4 ] Nakamura [ 5 ] and Nevado [ 6a ] reported the transition‐metal‐catalyzed synthesis of tricyclic indoles based on the cleavage of N—O/C—H bond or N—S/C—H (Scheme 1A, paths b and c) via Pt‐carbenoid insertion into C(sp 2 )—H bond or carbon‐centered‐radical initiated cascade reaction [ 6b‐6d ] separately.…”

Synthesis and Applications of 9H‐Pyrrolo[1,2‐a]indole and 9H‐Pyrrolo[1,2‐a]indol‐9‐one Derivatives

“…These strategies have been reviewed in 2016, but in view of the renewed interest of the scientific community for this structure, it seemed to us interesting to make this update. In the context of this mini‐review, among the three isomeric structures of the pyrrolo[1,2‐ a ]indoles, our attention will be focused towards the 9 H ‐isomer 8 and its oxidized form, the 9 H ‐pyrrolo[1,2‐ a ]indol‐9‐one 9 , with respect to the 3 H ‐ and 1 H ‐isomers (respectively products 10 and 11 , Scheme b).…”