β‐Lactam‐Synthon‐Interceded, Facile, One‐Pot, Diastereoselective Synthesis of Functionalized Tetra/Octahydroisoquinolone Derivatives | Zendy

Raj Raghu | Zendy; Mehra Vishu | Zendy; Singh Pardeep | Zendy; Kumar Vipan | Zendy; Bhargava Gaurav | Zendy; Mahajan Mohinder P. | Zendy; Handa Sachin | Zendy; Slaughter LeGrande M. | Zendy

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β‐Lactam‐Synthon‐Interceded, Facile, One‐Pot, Diastereoselective Synthesis of Functionalized Tetra/Octahydroisoquinolone Derivatives

Author(s) -

Raj Raghu,

Mehra Vishu,

Singh Pardeep,

Kumar Vipan,

Bhargava Gaurav,

Mahajan Mohinder P.,

Handa Sachin,

Slaughter LeGrande M.

Publication year - 2011

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201100130

Subject(s) - synthon , chemistry , intramolecular force , tetra , halogenation , isoquinoline , combinatorial chemistry , lactam , electrophile , organic chemistry , medicinal chemistry , catalysis

The convenient and facile synthesis of tetra/octahydroisoquinolones has been developed and validated by using inter/intramolecular amidolysis of racemic N ‐aryl‐β‐lactams followed by intramolecular iodocyclization protocols. Thesingle‐pot synthetic version of the desired conversion was successfully developed. The single‐pot synthesis of tetrahydro‐4 H ‐isoquinoline‐1,3‐diones invariably resulted in aromatic electrophilic iodination rather than the desired iodocyclization in cases where N ‐phenyl‐2‐azetidinones were employed as the synthetic precursors.

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