A new type of bis(sulfonamide)-diamine ligand for a Cu(OTf)2-catalyzed asymmetric Friedel-Crafts alkylation reaction of indoles with nitroalkenes
- PMID: 21861451
- DOI: 10.1021/ol201914r
A new type of bis(sulfonamide)-diamine ligand for a Cu(OTf)2-catalyzed asymmetric Friedel-Crafts alkylation reaction of indoles with nitroalkenes
Abstract
Chiral bis(sulfonamide)-diamine served as new type of ligand for a Cu(OTf)(2)-catalyzed asymmetric Friedel-Crafts alkylation reaction of indoles with nitroalkenes. The desired products were obtained with up to 99% yield and 97% ee.
© 2011 American Chemical Society
Similar articles
-
Cu(OTf)2-catalyzed asymmetric Friedel-Crafts alkylation reaction of indoles with arylidene malonates using bis(sulfonamide)-diamine ligands.J Org Chem. 2013 Jun 7;78(11):5611-7. doi: 10.1021/jo400747d. Epub 2013 May 13. J Org Chem. 2013. PMID: 23642187
-
Asymmetric Friedel-Crafts alkylation of methoxyfuran with nitroalkenes catalyzed by diphenylamine-tethered bis(oxazoline)-Zn(II) complexes.Org Lett. 2007 Nov 8;9(23):4725-8. doi: 10.1021/ol702003x. Epub 2007 Oct 9. Org Lett. 2007. PMID: 17924637
-
Chiral phosphoric acid catalyzed enantioselective Friedel-Crafts alkylation of indoles with nitroalkenes: cooperative effect of 3 A molecular sieves.Angew Chem Int Ed Engl. 2008;47(21):4016-8. doi: 10.1002/anie.200800770. Angew Chem Int Ed Engl. 2008. PMID: 18418830 No abstract available.
-
Catalytic asymmetric Friedel-Crafts alkylation reactions--copper showed the way.Chem Rev. 2008 Aug;108(8):2903-15. doi: 10.1021/cr078372e. Epub 2008 May 24. Chem Rev. 2008. PMID: 18500844 Review. No abstract available.
-
Titanium-catalyzed enantioselective additions of alkyl groups to aldehydes: mechanistic studies and new concepts in asymmetric catalysis.Acc Chem Res. 2003 Oct;36(10):739-49. doi: 10.1021/ar0300219. Acc Chem Res. 2003. PMID: 14567707 Review.
Cited by
-
Catalytic asymmetric Friedel-Crafts alkylation of unprotected indoles with nitroalkenes using a novel chiral Yb(OTf)3-pybox complex.Sci Rep. 2023 Sep 7;13(1):14736. doi: 10.1038/s41598-023-41921-9. Sci Rep. 2023. PMID: 37679477 Free PMC article.
-
Facile and promising method for michael addition of indole and pyrrole to electron-deficient trans-β-nitroolefins catalyzed by a hydrogen bond donor catalyst Feist's acid and preliminary study of antimicrobial activity.ScientificWorldJournal. 2014 Jan 16;2014:649197. doi: 10.1155/2014/649197. eCollection 2014. ScientificWorldJournal. 2014. PMID: 24574906 Free PMC article.
-
Catalytic Enantioselective Alkylation of Indoles with trans-4-Methylthio-β-Nitrostyrene.ACS Omega. 2020 Oct 21;5(43):27978-27989. doi: 10.1021/acsomega.0c03485. eCollection 2020 Nov 3. ACS Omega. 2020. PMID: 33163781 Free PMC article.
Publication types
MeSH terms
Substances
LinkOut - more resources
Full Text Sources
Other Literature Sources
Miscellaneous