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Environmentally friendly domino multicomponent strategy for the synthesis of pyrroloquinolinone hybrid heterocycles.

ABSTRACT: An efficient and elegant assembly of pyrene/aryl fused pyrrolo[2,3-b]quinolinone and pyrrolizino[3,2-b]quinolinone hybrid heterocycles was achieved via a domino multicomponent reaction strategy using a solid state melt reaction (SSMR) condition. The 1,3-dipole component was generated in situ from N-methylgylcine/l-proline and isatin, while the Baylis-Hillman adduct prepared from pyrene-1-carbaldehyde and various benzaldehydes is used as the dipolarophile. The domino protocol comprises 1,3-dipolar cycloaddition and a consequent double annulation reaction process. The advantages of this cascade protocol include environmentally friendly conditions, the avoidance of toxic organic solvents, simple work-up and good to excellent product yields.

SUBMITTER: Mani S

PROVIDER: S-EPMC9131013 | biostudies-literature | 2022 May

REPOSITORIES: biostudies-literature

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Environmentally friendly domino multicomponent strategy for the synthesis of pyrroloquinolinone hybrid heterocycles.

Mani Suresh S Raju Rajesh R Raghunathan Raghavacharry R Arumugam Natarajan N Almansour Abdulrahman I AI Kumar Raju Suresh RS Perumal Karthikeyan K

RSC advances 20220525 24

An efficient and elegant assembly of pyrene/aryl fused pyrrolo[2,3-b]quinolinone and pyrrolizino[3,2-b]quinolinone hybrid heterocycles was achieved via a domino multicomponent reaction strategy using a solid state melt reaction (SSMR) condition. The 1,3-dipole component was generated in situ from N-methylgylcine/l-proline and isatin, while the Baylis-Hillman adduct prepared from pyrene-1-carbaldehyde and various benzaldehydes is used as the dipolarophile. The d ...[more]

PMID: 35685174

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