Ligandless Palladium-Catalyzed Regioselective Direct C-H Arylation of Imidazo[1,2-a]imidazole Derivatives.
| hal.structure.identifier | Institut de Chimie Organique et Analytique [ICOA] | |
| dc.contributor.author | GROSSE, Sandrine | |
| hal.structure.identifier | Greenpharma S.A.S. | |
| dc.contributor.author | PILLARD, Christelle | |
| hal.structure.identifier | Institut Européen de Chimie et Biologie [IECB] | |
| dc.contributor.author | MASSIP, Stéphane | |
| hal.structure.identifier | Institut de Chimie de la Matière Condensée de Bordeaux [ICMCB] | |
| dc.contributor.author | MARCHIVIE, Mathieu | |
| hal.structure.identifier | Institut Européen de Chimie et Biologie [IECB] | |
| dc.contributor.author | JARRY, Christian | |
| hal.structure.identifier | Greenpharma S.A.S. | |
| dc.contributor.author | BERNARD, Philippe | |
| hal.structure.identifier | Institut de Chimie Organique et Analytique [ICOA] | |
| dc.contributor.author | GUILLAUMET, Gérald | |
| dc.date.issued | 2015 | |
| dc.identifier.issn | 0022-3263 | |
| dc.description.abstractEn | Herein a novel access to functionalizable 6-substituted imidazo[1,2-a]imidazole scaffolds is described. The reactivity of this heterobicyclic unit toward direct C-H arylation was studied, and conditions allowing regioselective arylation at position 3 were successfully developed. The practicability of this method is manifested by the ligandless conditions and low catalyst loading. The strategy is functional group tolerant and provides rapid access to a large variety of 3,6-di(hetero)arylated imidazo[1,2-a]imidazole derivatives. A second arylation at position 2 was then carried out, and a library of diversified 2,3,6-tri(hetero)arylated imidazo[1,2-a]imidazoles was generated in good yields. A one-pot, two-step procedure was finally developed. | |
| dc.language.iso | en | |
| dc.publisher | American Chemical Society | |
| dc.title.en | Ligandless Palladium-Catalyzed Regioselective Direct C-H Arylation of Imidazo[1,2-a]imidazole Derivatives. | |
| dc.type | Article de revue | |
| dc.identifier.doi | 10.1021/acs.joc.5b00534 | |
| dc.subject.hal | Chimie/Matériaux | |
| bordeaux.journal | Journal of Organic Chemistry | |
| bordeaux.page | 8539-8551 | |
| bordeaux.volume | 80 | |
| bordeaux.issue | 17 | |
| bordeaux.peerReviewed | oui | |
| hal.identifier | hal-01204848 | |
| hal.version | 1 | |
| hal.popular | non | |
| hal.audience | Internationale | |
| hal.origin.link | https://hal.archives-ouvertes.fr//hal-01204848v1 | |
| bordeaux.COinS | ctx_ver=Z39.88-2004&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.jtitle=Journal%20of%20Organic%20Chemistry&rft.date=2015&rft.volume=80&rft.issue=17&rft.spage=8539-8551&rft.epage=8539-8551&rft.eissn=0022-3263&rft.issn=0022-3263&rft.au=GROSSE,%20Sandrine&PILLARD,%20Christelle&MASSIP,%20St%C3%A9phane&MARCHIVIE,%20Mathieu&JARRY,%20Christian&rft.genre=article |
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