Functionalized Organolithium Compounds Research Articles

Nitrogen-containing remote functionalised organolithium compounds by reductive opening of five- and six-membered heterocycles

The reaction of different five- or six-membered nitrogen-containing heterocycles such as N-isopropyl-2-phenylpyrrolidine ( 1), N-phenyl-3-pyrroline ( 6), N-phenylisoindoline ( 10), N-phenyltetrahydroisoquinoline ( 13) and N-methyltetrahydroisoquinoline ( 19) with an excess of lithium powder and a catalytic amount of DTBB (4.5 mol %), followed by treatment with electrophiles [H 2O, D 2O, MeI, CH 2CHCH 2Br, Pr iCHO, Bu tCHO, PhCHO, Me 2CO, Pr nCOMe, PhCOMe, (CH 2) 4CO, (CH 2) 5CO, CO 2] and final hydrolysis gives a wide series of functionalised amines 3, 8, 9, 12 and 19, the key step in the process, being the reductive opening of the starting material giving a dianionic remote functionalised organolithium compound.

ChemInform Abstract: Functionalized Organolithium Compounds in Synthetic Organic Chemistry.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform Abstract: Direct Coupling of Functionalized Organolithium Compounds with Aryl and Vinyl Halides.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Convenient large scale in situ synthesis of 3-(N,N-dialkylamino)-1,1-bis(trimethylsilyl)-propyllithium: source of a new sterically demanding γ-donor functionalized alkyl ligand

The addition of Li[CH2NR2] to the olefin [Me3Si]2CCH2 yields almost quantitatively the new γ-donor functionalized organolithium compounds (Me3Si)2C(Li)CH2CH2NR2 which are used to synthesize the intramolecularly adduct stabilized organo-gallium and -zinc complexes R2GaC(SiMe3)2CH2CH2NR2, {ClZnC(SiMe3)2CH2CH2NR2NR2}2.

ChemInform Abstract: Tricyclic Ethers from Fischer Vinylcarbene Complexes and β‐Oxygen‐ Functionalized Organolithium Compounds.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Direct coupling of functionalized organolithium compounds with aryl and vinyl halides

The reaction between β- and γ-nitrogen-functionalized and γ- and e-oxygen-functionalized organolithium compounds 3, 4, 30-32 and different aromatic, heteroaromatic, and vinylic halides affords directly the corresponding substitution products: functionalized benzamides 5-26 and alcohols 33-37. Symmetrical and mixed products of double coupling 38-40 were also prepared from 1,4-diiodobenzene. The formation of alkyl halides as intermediates has been verified. Aryl or vinyl halides giving rise to unstable aryl or vinyllithium reagents were unsuccessful in the coupling reaction

ChemInform Abstract: Preparation and Some Applications of Functionalized Organo‐Lithium Compounds in Organic Synthesis

ChemInformVolume 21, Issue 43 Reviews ChemInform Abstract: Preparation and Some Applications of Functionalized Organo-Lithium Compounds in Organic Synthesis J. BARLUENGA, J. BARLUENGA Dep. Quim. Organomet., Univ., 33071 Oviedo, SpainSearch for more papers by this author J. BARLUENGA, J. BARLUENGA Dep. Quim. Organomet., Univ., 33071 Oviedo, SpainSearch for more papers by this author First published: October 23, 1990 https://doi.org/10.1002/chin.199043314Read the full textAboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinked InRedditWechat No abstract is available for this article. Volume21, Issue43October 23, 1990 RelatedInformation

Preparation and some applications of functionalized organo-lithium compounds in organic synthesis

Abstract