Facile formation of iodocyclobutenes by a ruthenium-catalyzed enyne cycloisomerization.
Enynes bearing an iodide (bromide) at their alkyne terminus react with catalytic amounts of [Cp*Ru(MeCN)3]PF6 in DMF to give strained iodo(bromo)cyclobutene derivatives in good to excellent yields.
Fürstner
Alois
A
Max-Planck-Institut für Kohlenforschung, D-45470, Mülheim/Ruhr, Germany. fuerstner@mpi-muelheim.mpg.de
Schlecker
Andreas
A
Lehmann
Christian W
CW
D000475:Alkenes / Q000737:chemistry*; D000480:Alkynes / Q000737:chemistry*; D001965:Bromides / Q000737:chemistry; D002384:Catalysis; D018360:Crystallography, X-Ray; D003500:Cyclization; D003503:Cyclobutanes / Q000138:chemical synthesis* / Q000737:chemistry; D007454:Iodides / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D012428:Ruthenium / Q000737:chemistry*; D013237:Stereoisomerism
D000475:Alkenes; D000480:Alkynes; D001965:Bromides; D003503:Cyclobutanes; D007454:Iodides; D009942:Organometallic Compounds; D012428:Ruthenium