Publication: Superbase reactions: the expedient and selective metalation of fluorine- or trifluoromethyl-substituted benzenes
Superbase reactions: the expedient and selective metalation of fluorine- or trifluoromethyl-substituted benzenes
| cris.lastimport.scopus | 2024-08-09T13:33:55Z | |
| cris.lastimport.wos | 2024-07-20T03:12:25Z | |
| cris.legacyId | 81588 | |
| cris.virtual.sciperId | 123541 | |
| cris.virtual.unitManager | Schlosser, Manfred | |
| cris.virtualsource.author-scopus | b5021598-2db9-478e-8f9b-c1cf1bc36207 | |
| cris.virtualsource.department | b5021598-2db9-478e-8f9b-c1cf1bc36207 | |
| cris.virtualsource.orcid | b5021598-2db9-478e-8f9b-c1cf1bc36207 | |
| cris.virtualsource.parent-organization | d56f1401-ce26-4bc7-833f-139df449613b | |
| cris.virtualsource.rid | b5021598-2db9-478e-8f9b-c1cf1bc36207 | |
| cris.virtualsource.sciperId | b5021598-2db9-478e-8f9b-c1cf1bc36207 | |
| cris.virtualsource.unitId | d56f1401-ce26-4bc7-833f-139df449613b | |
| cris.virtualsource.unitManager | d56f1401-ce26-4bc7-833f-139df449613b | |
| datacite.rights | metadata-only | |
| dc.contributor.author | Schlosser, Manfred | |
| dc.contributor.author | Katsoulos, Georges | |
| dc.contributor.author | Takagishi, Sadahito | |
| dc.date.accessioned | 2006-03-03T14:11:47 | |
| dc.date.available | 2006-03-03T14:11:47 | |
| dc.date.created | 2006-03-03 | |
| dc.date.issued | 1990 | |
| dc.date.modified | 2024-10-17T23:08:53.920483Z | |
| dc.description.abstract | When treated with the superbasic mixt. of butyllithium and potassium tert-butoxide, fluorobenzene, difluorobenzenes, fluoro(trifluoromethyl)benzenes, (trifluoromethyl)benzene and bis(trifluoromethyl)benzenes undergo site-selective hydrogen-metal exchange. Best results are obtained in THF solns. at -75 Deg or -50 Deg. Upon quenching with carbon dioxide the corresponding carboxylic acids are obtained in good to excellent yield. [on SciFinder (R)] | |
| dc.description.notes | CAN 114:206685 | |
| dc.description.notes | 25-17 | |
| dc.description.notes | Benzene, Its Derivatives, and Condensed Benzenoid Compounds | |
| dc.description.notes | Inst. Chim. Org.,Univ. Lausanne,Lausanne,Switz. | |
| dc.description.notes | Journal | |
| dc.description.notes | written in English. | |
| dc.description.notes | 594-19-4 Role: RCT (Reactant), RACT (Reactant or reagent) (metalation with, of bis(trifluoromethyl)benzene with subsequent carbon dioxide quenching); 344-96-7P (Methyl 2-(trifluoromethyl)benzoate); 433-97-6P (2-(Trifluoromethyl)benzoic acid); 444-30-4P; 445-29-4P (2-Fluorobenzoic acid); 725-89-3P (3,5-Bis(trifluoromethyl) benzoic acid); 2991-28-8P (2,5-Difluorobenzoic acid); 4519-39-5P (2,3-Difluorobenzoic acid); 24821-22-5P (2,6-Bis(trifluoromethyl)benzoic acid); 32890-87-2P (2,4-Bis(trifluoromethyl)benzoic acid); 32890-94-1P (2-Fluoro-6-(trifluoromethyl)benzoic acid); 115029-22-6P (2-Fluoro-3-(trifluoromethyl)benzoic acid); 115029-23-7P (2-Fluoro-5-(trifluoromethyl)benzoic acid) Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of); 3030-47-5 Role: RCT (Reactant), RACT (Reactant or reagent) (regioselective metalation of bis(trifluoromethyl)benzene with secondary butyllithium in presence of); 598-30-1 Role: RCT (Reactant), RACT (Reactant or reagent) (regioselective metalation of bis(trifluoromethyl)benzene with, in presence of pentamethyldiethylenetriamine); 98-08-8 ((Trifluoromethyl)benzene); 367-11-3 (1,2-Difluorobenzene); 392-85-8 (1-Fluoro-2-(trifluoromethyl)benzene); 401-80-9 (1-Fluoro-3-(trifluoromethyl)benzene); 402-31-3 (1,3-Bis(trifluoromethyl)benzene); 402-44-8 (1-Fluoro-4-(trifluoromethyl)benzene); 462-06-6 (Fluorobenzene); 540-36-3 (1,4-Difluorobenzene) Role: RCT (Reactant), RACT (Reactant or reagent) (regioselective metalation of, with butyllithium/potassium tertiary butoxide superbase system, with subsequent carbon dioxide quenching); 865-47-4 Role: RCT (Reactant), RACT (Reactant or reagent) (superbase contg. butyllithium and, for regioselective metalation of fluoro- or trifluoromethyl-substituted benzenes); 109-72-8 (Butyllithium) Role: RCT (Reactant), RACT (Reactant or reagent) (superbase contg. potassium tertiary butoxide and, from regioselective metalation of fluoro- or trifluoromethyl-substituted benzenes) | |
| dc.description.sponsorship | LSCO | |
| dc.identifier.doi | 10.1055/s-1990-21236 | |
| dc.identifier.uri | ||
| dc.relation.issn | 0936-5214 | |
| dc.relation.journal | Synlett | |
| dc.subject | Metalation (regioselective | |
| dc.subject | of fluoro- or trifluoromethyl-substituted benzenes with butyllithium/potassium tertiary butoxide superbase system | |
| dc.subject | benzoic acids by) | |
| dc.subject | benzoic acid fluoro trifluoromethyl deriv; regioselective metalation fluorobenzene trifluoromethylbenzene superbase; benzene fluoro trifluoromethyl regioselective metalation | |
| dc.title | Superbase reactions: the expedient and selective metalation of fluorine- or trifluoromethyl-substituted benzenes | |
| dc.type | text::journal::journal article::research article | |
| dspace.entity.type | Publication | |
| dspace.legacy.oai-identifier | oai:infoscience.tind.io:81588 | |
| epfl.legacy.itemtype | Journal Articles | |
| epfl.legacy.submissionform | ARTICLE | |
| epfl.oai.currentset | SB | |
| epfl.oai.currentset | OpenAIREv4 | |
| epfl.oai.currentset | article | |
| epfl.peerreviewed | REVIEWED | |
| epfl.publication.version | ||
| epfl.writtenAt | EPFL | |
| oaire.citation.endPage | 748 | |
| oaire.citation.issue | 12 | |
| oaire.citation.startPage | 747 |
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