Synthetic analogs of dioncophylline and michellamines by stille coupling | Zendy

Hamad Elgazwy AbdelSattar S. | Zendy

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Synthetic analogs of dioncophylline and michellamines by stille coupling

Author(s) -

Hamad Elgazwy AbdelSattar S.

Publication year - 2006

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.5570430503

Subject(s) - stille reaction , chemistry , iodide , yield (engineering) , bromide , coupling (piping) , stereochemistry , combinatorial chemistry , organic chemistry , polymer , mechanical engineering , materials science , engineering , metallurgy

Dioncophielline and Michellamine Analogs S‐5, R‐5, S‐7, R‐7, S,S‐8, R,R‐8 and R,S‐8 were synthesized by using Stille coupling condition (Pd°‐mediated cross coupling) proceeds in low yield when using stannanes 1 or 2 with tetrahydroisoquinolinyl bromide 3 . The addition of tetrahydroisoquinolinyl iodide 4 instead of 3 significantly improves the efficiency of the coupling and providing a variety of Dioncophielline and Michellamine analogs in moderate yields.

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