Organocatalyzed Birch Reduction Driven by Visible Light.
Journal
Journal of the American Chemical Society
ISSN: 1520-5126
Titre abrégé: J Am Chem Soc
Pays: United States
ID NLM: 7503056
Informations de publication
Date de publication:
05 08 2020
05 08 2020
Historique:
pubmed:
15
7
2020
medline:
20
4
2021
entrez:
15
7
2020
Statut:
ppublish
Résumé
The Birch reduction is a powerful synthetic methodology that uses solvated electrons to convert inert arenes to 1,4-cyclohexadienes-valuable intermediates for building molecular complexity. Birch reductions traditionally employ alkali metals dissolved in ammonia to produce a solvated electron for the reduction of unactivated arenes such as benzene (
Identifiants
pubmed: 32662645
doi: 10.1021/jacs.0c05899
pmc: PMC7849045
mid: NIHMS1662605
doi:
Substances chimiques
Benzene Derivatives
0
Cyclohexenes
0
Imides
0
1,4-cyclohexadiene
0F8Z5909QZ
Perylene
5QD5427UN7
1,12-benzoperylene
5ZME2E2Q9L
Types de publication
Journal Article
Research Support, N.I.H., Extramural
Research Support, Non-U.S. Gov't
Research Support, U.S. Gov't, Non-P.H.S.
Langues
eng
Sous-ensembles de citation
IM
Pagination
13573-13581Subventions
Organisme : NIGMS NIH HHS
ID : R35 GM119702
Pays : United States
Références
Org Lett. 2018 Jun 15;20(12):3439-3442
pubmed: 29846078
Science. 2014 Feb 28;343(6174):1239176
pubmed: 24578578
Nat Chem. 2010 Jul;2(7):533-8
pubmed: 20571570
Chem Soc Rev. 2011 Jan;40(1):102-13
pubmed: 20532341
J Am Chem Soc. 2016 Sep 7;138(35):11399-407
pubmed: 27554292
Acc Chem Res. 2018 Sep 18;51(9):2225-2236
pubmed: 30192503
Nature. 2020 Apr;580(7801):76-80
pubmed: 32238940
Chem Rev. 2016 Sep 14;116(17):10075-166
pubmed: 27285582
J Magn Reson. 2006 Jan;178(1):42-55
pubmed: 16188474
J Am Chem Soc. 2020 Feb 5;142(5):2093-2099
pubmed: 31951393
Org Biomol Chem. 2013 Aug 7;11(29):4797-803
pubmed: 23778991
Angew Chem Int Ed Engl. 2019 Oct 1;58(40):14289-14294
pubmed: 31379035
Angew Chem Int Ed Engl. 2020 Feb 17;59(8):3209-3217
pubmed: 31773858
J Am Chem Soc. 2020 Feb 5;142(5):2204-2207
pubmed: 31927964
Chem Soc Rev. 2011 Mar;40(3):1305-23
pubmed: 21125111
Nano Lett. 2016 Jan 13;16(1):549-54
pubmed: 26691496
J Org Chem. 2011 Aug 5;76(15):6007-13
pubmed: 21648456
J Am Chem Soc. 2012 Aug 22;134(33):13679-91
pubmed: 22686833
Chem Rev. 2017 Nov 8;117(21):13353-13381
pubmed: 28991479
J Am Chem Soc. 2020 Feb 5;142(5):2087-2092
pubmed: 31951390
Angew Chem Int Ed Engl. 2020 Jun 22;59(26):10266-10284
pubmed: 31945241
Science. 2019 Feb 22;363(6429):838-845
pubmed: 30792297
Science. 2016 May 27;352(6289):1082-6
pubmed: 27033549
Science. 2014 Nov 7;346(6210):725-8
pubmed: 25378618
Chem Rev. 2013 Jul 10;113(7):5322-63
pubmed: 23509883
Chem Rev. 2016 Mar 9;116(5):3029-85
pubmed: 26875845
J Am Chem Soc. 2019 Feb 6;141(5):2122-2127
pubmed: 30672694
Nature. 1946 Jul 13;158:60
pubmed: 20991745