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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.