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Concept

Metal–halogen exchange

Publications associées (25)

Fluorine in an heteroaromatic context : functionalization of halopyridines

Thierry Rausis

The organometallic approach to the functionalization of arenes and heteroarenes has recently been investigated by our group introducing modifications of the standard methods. This includes, in particular, the basicity-driven heavy halogen migration, which ...

EPFL2005

The abnormal behavior of an atropisomer: 3,3'-dibromo-1,1'-difluoro-2,2'-binaphthyl reacting with alkyllithium compounds

Giuseppe Mangano

1-Fluoro-2-(triethylsilyl)naphthalene and other 1-fluoronaphthalene derivs. bearing a metalation-resistant substituent at the 2-position proved to be totally inert toward base attack. 3-Bromo-1-fluoronaphthalene, readily prepd. from a 2-bromo isomer by dep ...

2005

The 2 * 3 toolbox of organometallic methods for regiochemically exhaustive functionalization

A review. This review describes a concept aimed at rational and maximal structure proliferation. To this end, simple arom. or heterocyclic starting materials, often bulk chems., are converted into all regioisomerically possible polar organometallic interme ...

Wiley-VCH Verlag GmbH2005

Regiochemically flexible substitutions of di-, tri-, and tetrahalopyridines: the trialkylsilyl trick

Carla Bobbio, Thierry Rausis

2,4-Difluoropyridine, 2,4-dichloropyridine, 2,4,6-trifluoropyridine, 2,4,6-trichloropyridine and 2,3,4,6-tetrafluoropyridine react with std. nucleophiles exclusively at the 4-position under halogen displacement. However, the regioselectivity can be complet ...

2005

Endeavors in synthetically oriented organometallic chemistry

Giuseppe Mangano

This thesis work aimed to show the potentialities of the organometallic approach and, in particular, the organoalkali one, in Organic Synthesis (whose possibilities cannot be underestimated). A wide opening on the big landscape of possibilities has been re ...

EPFL2004