Reaction lithium halogen exchange

SELECTIVE HALOGEN-LITHIUM EXCHANGE REACTIONS OF 2- 2 -HAL0PHENYL)ETHYL HALIDES ... 

The University of Kyoto, Japan, reports about a halogen-lithium exchange reaction of aryl bromides with butyl lithium (see Figure 5.20) [53,57]. The intermediate was trapped with an electrophile. The whole process was done under noncryogenic conditions at 0°C. 

Figure 5.20 Halogen-lithium exchange reactions (by courtesy of Wiley-VCH Verlag GmbH) [57],...

Trichlorosilyllithium, Cl3SiLi, appears to be formed directly by a halogen-lithium exchange reaction of Cl3SiBr with 2,4,6-tri-t-butylphenyl-lithium [Eq. (25)] (56). 

Phenyllithium, CeHsLi. Mol. wt. 84.04. Supplier Foote Mineral Co. offers a 20% solution in ether-benzene (1 3 by volume), 1 mole per bottle. Preparation and use in halogen-lithium exchange reactions. ... 

Scheme 5.12 Preparation of organolithium compounds (a) halogen-lithium exchange reaction (b) hydrogen-lithium exchange reaction...

The use of a microflow system is effective in solving this problem, and a pilot plant for the halogen-lithium exchange reaction of aryl bromides and heteroaryl bromides with butyllithium (Scheme 10.4) has already... 

Scheme 10.4 Halogen-lithium exchange reaction of bromopyridine and subsequent...

Figure 10.1 Pilot plant for the halogen-lithium exchange reaction. Copyright FUJIFILM FINECHEMICALS CO., LTD.

Scheme 6.17 Halogen-lithium exchange reaction conducted in a CPC micro reactor.

Halogen-lithium exchange reactions have also been applied to the functionalization of 3-bromo-A-(benzyl)indole [375] and an iV-reverse prenylated 3-bromoindole [376]. 

Halogen-lithium exchange reactions provide an approach to thienothiophene sulfides 142 and 145, which were used in the synthesis of tetrathienocene 6 and pentathienocene 7 (see Section II.A) (89TL33I5, 92JCS(P2)765). 

S. El Sheikh, H. G. Schmalz, Halogen-lithium exchange reactions under in situ-quench conditions a powerful concept for organic synthesis, Curr. Opin. Drug Discov. Dev. 2004, 7, 882. 

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