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Synthesis 2015; 47(11): 1661-1668
DOI: 10.1055/s-0034-1380463
DOI: 10.1055/s-0034-1380463
paper
Palladium Nanoparticles Catalyzed Synthesis of Benzofurans by a Domino Approach
Further Information
Publication History
Received: 23 January 2015
Accepted after revision: 02 March 2015
Publication Date:
08 April 2015 (online)
Abstract
Palladium nanoparticles (PdNPs) were used as a catalyst for the one-pot synthesis of a variety of benzofurans by Sonogashira cross-coupling reactions under ambient conditions. The catalyst could be recycled without significant loss in its activity.
Supporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0034-1380463.
- Supporting Information
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References
- 1 Tsuji J. Palladium Reagents and Catalysts: New Perspective for the 21st Century. Wiley-VCH; Weinheim: 2004
- 2a Favier I, Madec D, Teuma E, Gomez M. Curr. Org. Chem. 2011; 15: 3127
- 2b Astruc D, Lu F, Ruiz J. Angew. Chem. Int. Ed. 2005; 44: 7852
- 2c Moreno-Manas M, Pleixats R. Acc. Chem. Res. 2003; 36: 638
- 2d Polshettiwar V, Asefa T. Nanocatalysis: Synthesis and Applications. Wiley; New Jersey: 2013
- 3a Huang Y, Zheng Z, Liu T, Lü J, Lin Z, Li H, Cao R. Catal. Commun. 2011; 14: 27
- 3b Durand J, Teuma E, Malbose F, Kihn Y, Gomez M. Catal. Commun. 2008; 9: 273
- 3c Narayanan R, El-Sayed MA. J. Am. Chem. Soc. 2003; 125: 8340
- 3d Astruc D, Ornelas C, Diallo AK, Ruiz J. Molecules 2010; 15: 4947
- 3e Mieczyńska E, Borkowski T, Cypryk M, Pospiech P, Trzeciak AM. Appl. Catal., A 2014; 470: 24
- 3f Huang Y, Gao S, Liu T, Lü J, Lin X, Li H, Cao R. ChemPlusChem 2012; 77: 106
- 4a Athilakshmi J, Ramanathan S, Chand DK. Tetrahedron Lett. 2008; 49: 5286
- 4b Gao S, Zhao N, Shu M, Che S. Appl. Catal., A 2010; 388: 196
- 4c Li H, Wang L, Yang M, Qi Y. Catal. Commun. 2012; 17: 179
- 4d Mandali PK, Chand DK. Catal. Commun. 2013; 31: 16
- 4e Roucoux A, Schulz J, Patin H. Chem. Rev. 2002; 102: 3757
- 5a Balanta A, Godard C, Claver C. Chem. Soc. Rev. 2011; 40: 4973
-
5b Chinchilla R, Nájera C. Chem. Soc. Rev. 2011; 40: 5084
- 5c Teratani T, Ohtaka A, Kawashima T, Shimomura O, Nomura R. Synlett 2010; 2271
- 6a Saha D, Dey R, Ranu BC. Eur. J. Org. Chem. 2010; 6067
- 6b Ohtaka A, Teratani T, Fujii R, Ikeshita K, Kawashima T, Tatsumi K, Shimomura O, Nomura R. J. Org. Chem. 2011; 76: 4052
- 7a Horton DA, Bourne GT, Smythe ML. Chem. Rev. 2003; 103: 893
- 7b Thevenin M, Thoret S, Grellier P, Dubois J. Bioorg. Med. Chem. 2013; 21: 4885
- 7c Khan MW, Alam MJ, Rashid MA, Chowdhury R. Bioorg. Med. Chem. 2005; 13: 4796
- 8a Zhao D, Gao C, Su X, He Y, You J, Xue Y. Chem. Commun. 2010; 46: 9049
- 8b Takeda N, Miyata O, Naito T. Eur. J. Org. Chem. 2007; 1491
- 8c Wang X, Liu M, Xu L, Wang Q, Chen J, Ding J, Wu H. J. Org. Chem. 2013; 78: 5273
- 9a Genin E, Amengual R, Michelet V, Savignac M, Jutand A, Neuville L, Genet J.-P. Adv. Synth. Catal. 2004; 346: 1733
- 9b Dai W.-M, Lai KW. Tetrahedron Lett. 2002; 43: 9377
- 9c Pal M, Subramanian V, Yeleswarapu KR. Tetrahedron Lett. 2003; 44: 8221
- 9d Ghosh S, Das J, Saikh F. Tetrahedron Lett. 2012; 53: 5883
- 9e Kabalka GW, Wang L, Pagni RM. Tetrahedron 2001; 57: 8017
- 9f Cwik A, Hell Z, Figueras F. Tetrahedron Lett. 2006; 47: 3023
- 9g Yum EK, Yang O.-K, Kim J.-E, Park HJ. Bull. Korean Chem. Soc. 2013; 34: 2645
-
9h Zanardi A, Mata JA, Peris E. Organometallics 2009; 28: 4335
- 10 Tietze LF. Chem. Rev. 1996; 96: 115
- 11 Mandali PK, Chand DK. Catal. Commun. 2014; 47: 40
- 12a He Y, Liu S, Menon A, Stanford S, Oppong E, Gunawan AM, Wu L, Wu DJ, Barrios AM, Bottini N, Cato AC. B, Zhang Z.-Y. J. Med. Chem. 2013; 56: 4990
- 12b Mehta S, Larock RC. J. Org. Chem. 2010; 75: 1652
- 12c Byers PM, Rashid JI, Mohamed RK, Alabugin IV. Org. Lett. 2012; 14: 6032
- 13 Pradhan N, Pal A, Pal T. Langmuir 2001; 17: 1800
- 14a Singh FV, Wirth T. Synthesis 2012; 44: 1171
- 14b Yang X.-D, Wan W.-C, Deng X.-Y, Li Y, Yang L.-J, Li L, Zhang H.-B. Bioorg. Med. Chem. Lett. 2012; 12: 2726
- 14c Kondolff I, Doucet H, Santelli M. J. Mol. Catal. A: Chem. 2007; 269: 110
- 14d Cano R, Yus M, Ramon D. Tetrahedron 2012; 68: 1393
- 14e Duan X.-F, Zeng J, Zhang Z.-B, Zi G.-F. J. Org. Chem. 2007; 72: 10283
- 14f Baxendale IR, Griffiths-Jones CM, Ley SV, Tranmer GK. Chem. Eur. J. 2006; 12: 4407
- 14g Fancelli D, Fagnolab MC, Severino D, Bedeschib A. Tetrahedron Lett. 1997; 38: 2311
- 15 Liu F, Cong X, Zhou J, Zhu L, Wang W, Zhao X, Wang Z. CN 102,757,444, 2012