Publication
Synthesis of diarylamines in the benzo[b]thiophene series bearing electron donating or withdrawing groups by Buchwald–Hartwig C–N coupling
| dc.contributor.author | Ferreira, Isabel C.F.R. | |
| dc.contributor.author | Queiroz, Maria João R.P. | |
| dc.contributor.author | Kirsch, Gilbert | |
| dc.date.accessioned | 2008-09-12T13:01:27Z | |
| dc.date.available | 2008-09-12T13:01:27Z | |
| dc.date.issued | 2003 | |
| dc.description.abstract | Diarylamines in the benzo[b]thiophene series bearing electron donating or withdrawing groups, were prepared by Buchwald– Hartwig C–N coupling in moderate to high yields. The conditions used were Pd(OAc)2 (3 mol%), BINAP as ligand (4 mol%) and Cs2CO3 as base (1.4 equiv.), in toluene at 1008C, being 6-bromo or amino benzo[b]thiophenes coupled, respectively, with substituted anilines or phenylbromides. The 6-aminobenzo[b]thiophene derivatives were also prepared by palladium catalyzed C–N coupling of the corresponding 6-bromo compounds with benzophenone imine, followed by acidic hydrolysis of the imino derivatives. When 4-nitrobromobenzene and 4-bromobenzonitrile were used as coupling components, triarylamines were also isolated in small amounts. The presence of a fluorine atom on the phenylbromide highly increases the diarylamine yields | en |
| dc.identifier.citation | Tetrahedron. ISSN 0040-4020. 59:7 (2003) p. 975-981 | en |
| dc.identifier.doi | 10.1016/S0040-4020(02)01656-3 | |
| dc.identifier.issn | 0040-4020 | |
| dc.identifier.uri | http://hdl.handle.net/10198/818 | |
| dc.language.iso | eng | en |
| dc.publisher | Elsevier | en |
| dc.subject | Buchwald–Hartwig coupling | en |
| dc.subject | Palladium | en |
| dc.subject | Amination | en |
| dc.subject | Diarylamines | en |
| dc.subject | Benzo[b]thiophenes | en |
| dc.title | Synthesis of diarylamines in the benzo[b]thiophene series bearing electron donating or withdrawing groups by Buchwald–Hartwig C–N coupling | en |
| dc.type | journal article | |
| dspace.entity.type | Publication | |
| person.familyName | Ferreira | |
| person.givenName | Isabel C.F.R. | |
| person.identifier | 144781 | |
| person.identifier.ciencia-id | 9418-CF95-9919 | |
| person.identifier.orcid | 0000-0003-4910-4882 | |
| person.identifier.rid | E-8500-2013 | |
| person.identifier.scopus-author-id | 36868826600 | |
| rcaap.rights | openAccess | |
| rcaap.type | article | en |
| relation.isAuthorOfPublication | bd0d1537-2e03-41fb-b27a-140af9c35db8 | |
| relation.isAuthorOfPublication.latestForDiscovery | bd0d1537-2e03-41fb-b27a-140af9c35db8 |