Acid Catalyzed Formation of C⁻C and C⁻S Bonds via Excited State Proton Transfer.
acid catalyzed synthesis
excited state proton transfer
photocatalysis
tris(bipyridine)ruthenium(II) chloride
Journal
Molecules (Basel, Switzerland)
ISSN: 1420-3049
Titre abrégé: Molecules
Pays: Switzerland
ID NLM: 100964009
Informations de publication
Date de publication:
03 Apr 2019
03 Apr 2019
Historique:
received:
11
02
2019
revised:
28
03
2019
accepted:
28
03
2019
entrez:
17
4
2019
pubmed:
17
4
2019
medline:
8
8
2019
Statut:
epublish
Résumé
The behavior of 2-naphthol and 7-bromo-2-naphthol as organic photoacids are exploited in organic synthesis for the preparation of benzyl sulfides (using a trichloroacetimidate derivative as the starting substrate) and polycyclic amines via acid catalyzed condensation of 1,2,3,4-tetrahydroisoquinoline with aldehydes.
Identifiants
pubmed: 30987238
pii: molecules24071318
doi: 10.3390/molecules24071318
pmc: PMC6480163
pii:
doi:
Substances chimiques
Acids
0
Alkaloids
0
Benzyl Compounds
0
Protons
0
benzyl sulfide
Q08048624M
Types de publication
Journal Article
Langues
eng
Références
Acc Chem Res. 2002 Jan;35(1):19-27
pubmed: 11790085
Org Lett. 2002 Dec 12;4(25):4523-6
pubmed: 12465928
Org Lett. 2005 Apr 14;7(8):1537-9
pubmed: 15816746
J Org Chem. 2008 Jun 20;73(12):4743-5
pubmed: 18505291
J Am Chem Soc. 2008 Oct 1;130(39):12886-7
pubmed: 18767798
Nat Chem. 2010 Jul;2(7):527-32
pubmed: 20571569
Angew Chem Int Ed Engl. 2011 Jun 27;50(27):6119-22
pubmed: 21604347
Nature. 2011 Dec 8;480(7376):224-8
pubmed: 22158245
Photochem Photobiol Sci. 2012 Nov;11(11):1613-41
pubmed: 22732723
Org Lett. 2012 Sep 7;14(17):4342-5
pubmed: 22905680
Chem Commun (Camb). 2014 Sep 21;50(73):10695-8
pubmed: 25079918
Org Lett. 2014 Nov 21;16(22):5910-3
pubmed: 25413125
Chem Commun (Camb). 2016 Jan 25;52(7):1350-3
pubmed: 26502917
Chem Rev. 2016 Sep 14;116(17):9850-913
pubmed: 27070820
Chem Rev. 2016 Sep 14;116(17):9664-82
pubmed: 27181285
Org Lett. 2016 Jul 1;18(13):3190-3
pubmed: 27337411
Acc Chem Res. 2016 Oct 18;49(10):2232-2242
pubmed: 27648722
Org Lett. 2016 Oct 21;18(20):5416-5419
pubmed: 27718586
Org Lett. 2017 Jan 6;19(1):122-125
pubmed: 28004943
Angew Chem Int Ed Engl. 2017 Jul 10;56(29):8544-8549
pubmed: 28544442
Angew Chem Int Ed Engl. 2017 Oct 9;56(42):12820-12821
pubmed: 28857385
J Chem Theory Comput. 2018 Feb 13;14(2):867-876
pubmed: 29298059
Phys Chem Chem Phys. 2018 Feb 7;20(6):4351-4359
pubmed: 29367985
Angew Chem Int Ed Engl. 2018 Aug 6;57(32):10034-10072
pubmed: 29457971
Angew Chem Int Ed Engl. 2018 May 22;57(21):6120-6124
pubmed: 29569307
Angew Chem Int Ed Engl. 2019 Jan 8;58(2):378-380
pubmed: 30480861