Synthesis of highly substituted fluorenones via metal-free TBHP-promoted oxidative cyclization of 2-(aminomethyl)biphenyls. Application to the total synthesis of nobilone.
cross-dehydrogenative coupling
cyclization
fluorenones
nobilone
total synthesis
Journal
Beilstein journal of organic chemistry
ISSN: 1860-5397
Titre abrégé: Beilstein J Org Chem
Pays: Germany
ID NLM: 101250746
Informations de publication
Date de publication:
2021
2021
Historique:
received:
07
08
2021
accepted:
10
10
2021
entrez:
22
11
2021
pubmed:
23
11
2021
medline:
23
11
2021
Statut:
epublish
Résumé
Highly substituted fluorenones are readily prepared in mostly fair to good yields via metal- and additive-free TBHP-promoted cross-dehydrogenative coupling (CDC) of readily accessible
Identifiants
pubmed: 34804239
doi: 10.3762/bjoc.17.181
pmc: PMC8576822
doi:
Types de publication
Journal Article
Langues
eng
Pagination
2668-2679Informations de copyright
Copyright © 2021, Jourjine et al.
Références
Pharm Res. 2020 Mar 25;37(4):71
pubmed: 32215760
Bioorg Med Chem. 2003 Aug 5;11(16):3457-74
pubmed: 12878140
J Med Chem. 1965 Jul;8(4):491-7
pubmed: 5883713
Org Lett. 2005 Nov 24;7(24):5361-4
pubmed: 16288506
Org Lett. 2013 Sep 20;15(18):4888-91
pubmed: 24011126
Acc Chem Res. 2009 Feb 17;42(2):335-44
pubmed: 19220064
J Org Chem. 2014 Aug 15;79(16):7451-8
pubmed: 25068595
Org Biomol Chem. 2016 Jul 14;14(26):6328-36
pubmed: 27270707
J Med Chem. 1999 Jul 15;42(14):2679-84
pubmed: 10411488
Fitoterapia. 2011 Sep;82(6):793-7
pubmed: 21596111
J Med Chem. 1973 Mar;16(3):240-5
pubmed: 4354693
Phytochemistry. 2001 Aug;57(8):1255-8
pubmed: 11454354
Chem Rev. 2007 Sep;107(9):3800-42
pubmed: 17848093
Org Biomol Chem. 2014 Aug 21;12(31):5807-17
pubmed: 24846326
J Pharmacol Sci. 2010;113(4):368-77
pubmed: 20724803
J Org Chem. 2004 May 28;69(11):3842-8
pubmed: 15153017
J Org Chem. 2007 Dec 7;72(25):9786-9
pubmed: 17999531
Org Lett. 2015 Dec 4;17(23):5894-7
pubmed: 26600236
Chem Commun (Camb). 2010 Apr 21;46(15):2677-9
pubmed: 20449335
Arch Pharm Res. 2009 Apr;32(4):521-6
pubmed: 19407969
J Nat Prod. 2013 Feb 22;76(2):292-6
pubmed: 23368966
Org Biomol Chem. 2014 Oct 14;12(38):7486-8
pubmed: 25156588
Bioorg Med Chem. 2014 Sep 1;22(17):4587-96
pubmed: 25127461
Eur J Med Chem. 2006 Aug;41(8):1003-10
pubmed: 16675066
Org Lett. 2013 Feb 15;15(4):928-31
pubmed: 23373757
J Nat Prod. 2007 Jan;70(1):24-8
pubmed: 17253844
Eur J Med Chem. 2013 Jun;64:432-41
pubmed: 23665799
J Am Chem Soc. 2007 Apr 4;129(13):3918-29
pubmed: 17352471
Org Lett. 2013 Jun 7;15(11):2742-5
pubmed: 23672507
Org Biomol Chem. 2017 Mar 8;15(10):2199-2210
pubmed: 28221391
J Org Chem. 2017 Jan 6;82(1):76-85
pubmed: 27966934
ACS Med Chem Lett. 2018 Jan 22;9(2):120-124
pubmed: 29456799
Org Lett. 2003 Feb 6;5(3):285-7
pubmed: 12556173
Bioorg Med Chem Lett. 2016 May 15;26(10):2539-2543
pubmed: 27072909
Org Biomol Chem. 2017 Feb 21;15(7):1589-1592
pubmed: 28134379