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Synlett 2014; 25(4): 551-555
DOI: 10.1055/s-0033-1340500
DOI: 10.1055/s-0033-1340500
letter
Iron Catalysis and Water: A Synergy for Refunctionalization of Boron
Authors
Further Information
Publication History
Received: 08 October 2013
Accepted after revision: 06 December 2013
Publication Date:
13 January 2014 (online)
Abstract
A new catalytic system has been optimized to promote the conversion of boron species into others. FeCl3 associated with imidazole and water favors boron refunctionalization under mild conditions.
Supporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synlett.
- Supporting Information (PDF)
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References
- 1 Chow WK, Yuen OY, Choy PY, So CM, Lau CP, Wong WT, Kwong FY. RSC Adv. 2013; 3: 12518
Reference Ris Wihthout Link
- 2 Hartwig JF. Chem. Soc. Rev. 2011; 40: 1992
- 3a Noguchi H, Shioda T, Chou C.-M, Suginome M. Org. Lett. 2008; 10: 377
- 3b Noguchi H, Hojo K, Suginome M. J. Am. Chem. Soc. 2007; 129: 758
- 4 Vedejs E, Chapman RW, Fields SC, Lin S, Schrimpf MR. J. Org. Chem. 1995; 60: 3020
- 5 Lennox AJ. J, Lloyd-Jones GC. Angew. Chem. Int. Ed. 2012; 51: 9385
- 6a Murata M, Oyama T, Watanabe S, Masuda Y. Synthesis 2000; 778
- 6b Billingsley KL, Buchwald SL. J. Org. Chem. 2008; 73: 5589
- 6c Marciasini L, Richy N, Vaultier M, Pucheault M. Chem. Comm. 2012; 48: 1553
- 6d Ma Y, Song C, Jiang W, Xue G, Cannon JF, Wang X, Andrus MB. Org. Lett. 2003; 5: 4635
Reference Ris Wihthout Link
- 6e Willis DM, Strongin RM. Tetrahedron Lett. 2000; 41: 8683
- 6f Wang L, Li J, Cui X, Wu Y, Zhu Z, Wu Y. Adv. Synth. Catal. 2010; 352: 2002
- 6g Tang W, Keshipeddy S, Zhang Y, Wei X, Savoie J, Patel ND, Yee NK, Senanayake CH. Org. Lett. 2011; 13: 1366
- 6h PraveenGanesh N, Demory E, Gamon C, Blandin V, Chavant PY. Synlett 2010; 2403
- 6i Lu J, Guan Z.-Z, Gao J.-W, Zhang Z.-H. Appl. Organomet. Chem. 2011; 25: 537
- 6j Kawamorita S, Ohmiya H, Iwai T, Sawamura M. Angew. Chem. Int. Ed. 2011; 50: 8363
- 6k Billingsley KL, Buchwald SL. J. Org. Chem. 2008; 73: 5589
- 6l Broutin P.-E, Čerňa I, Campaniello M, Leroux F, Colobert F. Org. Lett. 2004; 6: 4419
- 6m Praveen Ganesh N, Chavant PY. Eur. J. Org. Chem. 2008; 4690
- 6n Euzenat L, Horhant D, Ribourdouille Y, Duriez C, Alcaraz G, Vaultier M. Chem. Commun. 2003; 2280
- 6o Euzenat L, Horhant D, Brielles C, Alcaraz G, Vaultier M. J. Organomet. Chem. 2005; 690: 2721
- 6p Marciasini LD, Richy N, Vaultier M, Pucheault M. Adv. Synth. Catal. 2013; 355: 1083
- 6q Pucheault M, Marciasini L, Vaultier M. EP 123058547, 2012
- 7 Yuen AK. L, Hutton CA. Tetrahedron Lett. 2005; 46: 7899
- 8 Inglis SR, Woon EC. Y, Thompson AL, Schofield CJ. J. Org. Chem. 2010; 75: 468
- 9a Molander GA, Ellis N. Acc. Chem. Res. 2007; 40: 275
- 9b Darses S, Genêt J.-P. Chem. Rev. 2007; 108: 288
- 9c Stefani HA, Cella R, Vieira AS. Tetrahedron 2007; 63: 3623
- 10a Darses S, Genêt J.-P, Brayer J.-L, Demoute J.-P. Tetrahedron Lett. 1997; 38: 4393
- 10b Darses S, Michaud G, Genêt J.-P. Eur. J. Org. Chem. 1999; 1875
- 11 Joubert N, Baslé E, Vaultier M, Pucheault M. Tetrahedron Lett. 2010; 51: 2994
- 12 Han F.-S. Chem. Soc. Rev. 2013; 42: 5270
- 13a Pucheault M, Darses S, Genêt J.-P. Eur. J. Org. Chem. 2002; 3552
- 13b Pucheault M, Darses S, Genêt J.-P. Tetrahedron Lett. 2002; 43: 6155
- 13c Pucheault M, Darses S, Genêt JP. J. Am. Chem. Soc. 2004; 126: 15356
- 13d Pucheault M, Michaut V, Darses S, Genêt J.-P. Tetrahedron Lett. 2004; 45: 4729
- 13e Navarre L, Pucheault M, Darses S, Genêt J.-P. Tetrahedron Lett. 2005; 46: 4247
- 13f Pucheault M, Darses S, Genêt J.-P. Chem. Commun. 2005; 4714
- 14a Amatore C, Jutand A, Le Duc G. Angew. Chem. Int. Ed. 2012; 51: 1379
- 14b Molander GA, Ito T. Org. Lett. 2001; 3: 393
- 14c Molander GA, Biolatto B. J. Org. Chem. 2003; 68: 4302
- 14d Butters M, Harvey JN, Jover J, Lennox AJ. J, Lloyd-Jones GC, Murray PM. Angew. Chem. 2010; 122: 5282
- 15 Kim BJ, Matteson DS. Angew. Chem. Int. Ed. 2004; 43: 3056
- 16 Kabalka GW, Coltuclu V. Tetrahedron Lett. 2009; 50: 6271
- 17 Molander GA, Cavalcanti LN, Canturk B, Pan P.-S, Kennedy LE. J. Org. Chem. 2009; 74: 7364
- 18 Blevins DW, Yao M.-L, Yong L, Kabalka GW. Tetrahedron Lett. 2011; 52: 6534
- 19 Sugihara JM, Bowman CM. J. Am. Chem. Soc. 1958; 80: 2443
- 20a Schnurch M, Holzweber M, Mihovilovic MD, Stanetty P. Green Chem. 2007; 9: 139
- 20b Kaupp G, Naimi-Jamal MR, Stepanenko V. Chem. Eur. J. 2003; 9: 4156
- 21 Pailer M, Fenzl W. Monatsh. Chem. 1961; 92: 1294
- 22 Slabber CA, Grimmer C, Akerman MP, Robinson RS. Acta Crystallogr., Sect. E: Struct. Rep. Online 2011; 67: o1995