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Recent Advances in Synthesis of 3,4‐Dihydroisoquinolin‐1(2 <i>H</i> )‐one

Mahesh R. Kulkarni, Nitin D. Gaikwad

2020ChemistrySelect18 citationsDOI

Abstract

Abstract The 3,4‐dihydroisoquinolin‐1(2 H )‐one motifs found in many natural products, synthetic molecules with a diverse range of the biological activities and represent a privilege scaffold. Thereby the number of the innovative synthetic methodologies has been reported for constructions of this scaffold, which includes metal catalyzed and metal free method, multicomponent, domino one pot protocol, oxidation, Friedel‐Crafts type of cyclization. In the recent years many general protocols for the construction of this scaffold were reported in the literature and there is no focussed individual review for the 3,4‐dihydroisoquinolin‐1(2 H )‐one since 2001. This review focuses on the reports describing the new method for the synthesis of 3,4‐dihydroisoquinolin‐1(2 H )‐one, published since 2001 to till date. In this review, we approach method of the synthesis of 3,4‐dihydroisoquinolin‐1(2 H )‐one according to the strategy used for its synthesis, which includes, the intramolecular cyclization of carbamate/ urea/ thiourea/ isocyanate/ azidoamide, carbonylation/ carbomylation/ carbonyl insertion, metal catalyzed protocols by C−H activation by directing group, metal free domino procedures and oxidations of isoquinoline derivatives that were included in recent publications. Moreover, the reports published since 2001 for the synthesis of the chiral 3,4‐dihydroisoquinolin‐1(2 H )‐one are included.

Topics & Concepts

IsoquinolineIntramolecular forceDominoChemistryCombinatorial chemistryIsocyanateBenzopyransCarbonylationThioureaOrganic synthesisTotal synthesisEthylbenzeneCatalysisOrganic chemistryPolyurethaneCarbon monoxideCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsChemical synthesis and alkaloids
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