General and efficient one-pot synthesis of N-substituted 7-bromo-2,3-dihydro-1H-pyrrolo[3,4-b]quinolin-1-ones

A Simple and Facile Synthesis of 4‐Phenylquinoline‐fused Pyrrolidin‐2‐ones

“…Recently, our group has proved that the use of EtOH‐AcOH ( v /v, 10:1) mixed solvent system as the reaction medium is very efficient for the C–N bond cyclization reaction . As such, we again used the reliable approach for the present synthetic work.…”

PhIO Mediated One‐Pot Synthesis of Pyrroloquinolinediones from ortho‐Carbonyl Anilines and Maleimides

“…Mostly, they are synthesized via multistep reactions, and initiated from the substituted maleimide (Scheme 1a), [8][9] or substituted quinoline precursors (Scheme 1b). [10][11][12] Therefore, the development of effective approaches for the production of pyrroloquinolinediones from readily accessible substrates has become a significant task for synthetic chemists. Adam Daïch, [13] and Imanzadeh, [14] individually reported the three-step synthesis of pyrroloquinolinediones from ortho-carbonyl anilines and dimethyl acetylenedicarboxylate (Scheme 1c).…”

“…Though, there are limited reports about the construction of pyrroloquinolinediones. Mostly, they are synthesized via multistep reactions, and initiated from the substituted maleimide (Scheme 1a), [8–9] or substituted quinoline precursors (Scheme 1b) [10–12] . Therefore, the development of effective approaches for the production of pyrroloquinolinediones from readily accessible substrates has become a significant task for synthetic chemists.…”

Synthesis of New tert‐Butyl‐ and Bromo‐functionalized [1,2,4]Triazino [5,6‐b]indole‐3‐thiols and Indolo[2,3‐b]quinoxalines

“…Taking the above‐mentioned observations into account, and in view of structural diversity playing a prominent role in medicinal and combinatorial chemistry for a faster and more efficient route toward new drug discovery , we conceived that the construction of tert ‐butyl‐ and bromo‐functionalized [1,2,4]triazino[5,6‐ b ]indole and indolo[2,3‐ b ]quinoxaline derivatives as possible drug‐like candidates or useful synthetic building blocks would be of synthetic importance for current medicinal chemistry needs. Accordingly, in the context of our ongoing efforts to the interesting types of hybrid N ‐heterocycles , herein, we would like to report a simple and facile synthesis of such compounds through the condensation reaction between 7‐bromo‐5‐ tert ‐butylisatins and thiosemicarbazide or benzene‐1,2‐diamine. To the best of our knowledge, the synthesis of such meaningful indole‐fused heterocyclic compounds has not been achieved so far.…”