Stereoselective synthesis of conformationally constrained tropane analogues: 6‐Chloro‐2,5‐diazatetracyclo[8.5.0.0 2,13 .0 4,9 ]pentadeca‐4,6,8‐triene‐11‐one and 6‐chloro‐2,7‐diazatetracyclo‐[8.5.0.0 2,13 .0 4,9 ]pentadeca‐4,6,8‐triene‐11‐one | Zendy

Cheng Jie | Zendy; Xu Liang | Zendy; Stevens Edwin D. | Zendy; Trudell Mark L. | Zendy; Izenwasser Sari | Zendy; Wade Dean | Zendy

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Stereoselective synthesis of conformationally constrained tropane analogues: 6‐Chloro‐2,5‐diazatetracyclo[8.5.0.0 2,13 .0 4,9 ]pentadeca‐4,6,8‐triene‐11‐one and 6‐chloro‐2,7‐diazatetracyclo‐[8.5.0.0 2,13 .0 4,9 ]pentadeca‐4,6,8‐triene‐11‐one

Author(s) -

Cheng Jie,

Xu Liang,

Stevens Edwin D.,

Trudell Mark L.,

Izenwasser Sari,

Wade Dean

Publication year - 2004

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570410414

Subject(s) - chemistry , tropane , tricyclic , intramolecular force , stereoselectivity , stereochemistry , intramolecular reaction , nicotinic agonist , bicyclic molecule , catalysis , receptor , organic chemistry , biochemistry

Two conformationally constrained tropane derivatives were prepared as rigid nicotinic acetylcholine receptor ligands. A palladium catalyzed intramolecular α‐arylation reaction was employed to generate the tricyclic compounds in good yields from N ‐(bromo‐chloropyridylmethyl)‐8‐azabicyclo[3.2.1]octan‐3‐ones.

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