1140509-02-9Relevant articles and documents
An Iron-Catalyzed Bond-Making/Bond-Breaking Cascade Merges Cycloisomerization and Cross-Coupling Chemistry
Echeverria, Pierre -Georges,Fürstner, Alois
, p. 11188 - 11192 (2016)
Treatment of readily available enynes with alkyl-Grignard reagents in the presence of catalytic amounts of Fe(acac)3engenders a remarkably facile and efficient reaction cascade that results in the net formation of two new C?C bonds while a C?Z bond in the substrate backbone is broken. Not only does this new manifold lend itself to the extrusion of heteroelements (Z=O, NR), but it can even be used for the cleavage of activated C?C bonds. The reaction likely proceeds via metallacyclic intermediates, the iron center of which gains ate character before reductive elimination occurs. The overall transformation represents a previously unknown merger of cycloisomerization and cross-coupling chemistry. It provides ready access to highly functionalized 1,3-dienes comprising a stereodefined tetrasubstituted alkene unit, which are difficult to make by conventional means.
6-exo versus 7-endo iodolactonizations of 2-(alkynyl)phenylacetic acids
Ali Badry, Mohamed Gomaa,Kariuki, Benson,Knight, David W.,F.K., Mohammed
scheme or table, p. 1385 - 1388 (2009/06/08)
Exposure of 2-alkynylphenylacetic acids to excess iodine in acetonitrile containing anhydrous potassium carbonate delivers good yields, either of the corresponding isochroman-3-ones or benzo[d]oxepin-2(1H)-ones, depending upon the alkyne substituent: when
