Polymer supported naphthalene-catalysed lithiation reactions
✍ Scribed by Cecilia Gómez; Sonia Ruiz; Miguel Yus
- Book ID
- 104258642
- Publisher
- Elsevier Science
- Year
- 1998
- Tongue
- French
- Weight
- 309 KB
- Volume
- 39
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
The reaction of functional&d mono or dichlorinated materials la-6a with an excess of lithium and a catalytic amount of a napbthalene supported polymer (P-152, easily prepared by radical copolymerisation of 2_vinylnaphthalene, styrene and divinylbenzene) in THF either in the presence (Barbier-type conditions) or not of different electropbiles [Me$iCl, BuWHO, BuiCHO, PhCHO, EtzCO, c(C3H5hCO. P&CO, (CH2)4CO, (CH&CO, PhCOMe, PhCH=NPh] leads, after hydrolysis, to the expected products lc-6c. The catalyst is quantitatively recovered and can be reused several times without any loss of its activity.
📜 SIMILAR VOLUMES
The reaction of functionalised mono or dichlorinated materials la-6a with an excess of lithium and a catalytic amount of a naphthalene (PN) or biphenyl (PB) supported polymer (eassily prepared by radical copolymerisation of 2-vinylnaphthalene or 4-vinylbiphenyl with vinylbenzene and divinylbenzene)
Polymer Supported Naphthalene-Catalyzed Lithiation Reactions. -Lithiation of functionalized organic chlorides (I) is effectively promoted by a naphthalene supported polymer. Quenching with electrophiles (II) leads to the expected products (III). Dichlorides (IV) and (VII) undergo an analogous react
AbstractÐNaphthalene catalysed reductive lithiation of various chloroazines (1, 7,10,13) in the presence of different electrophiles yields, after hydrolysis, the expected functionalised heterocycles with one (2, 8), two (11, 14a±d) and three nitrogen atoms in the ring (14e,f). This methodology allow