SCOPUS 정보 검색 플랫폼

Chemical Communications

Volumn 51, Issue 27, 2015, Pages 5925-5928

Metal-free oxidative decarbonylative coupling of aromatic aldehydes with arenes: Direct access to biaryls

(3) Tang, Ren Jin a He, Qing b Yang, Luo a

a XIANGTAN UNIVERSITY (China)

b INSTITUTE OF GEOLOGY AND GEOPHYSICS (China)

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE; BENZENE DERIVATIVE; BIARYL DERIVATIVE; NITROBENZENE; POLYCYCLIC AROMATIC HYDROCARBON; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; RADICAL; UNCLASSIFIED DRUG; FREE RADICAL; MACROCYCLIC COMPOUND;

ARTICLE; CHEMICAL REACTION; DENSITY FUNCTIONAL THEORY; ELECTRON; MASS FRAGMENTOGRAPHY; PROTON NUCLEAR MAGNETIC RESONANCE; SYNTHESIS; CATALYSIS; CHEMISTRY; OXIDATION REDUCTION REACTION; OXIDATIVE COUPLING; STEREOISOMERISM;

ALDEHYDES; CATALYSIS; ELECTRONS; FREE RADICALS; MACROCYCLIC COMPOUNDS; OXIDATION-REDUCTION; OXIDATIVE COUPLING; STEREOISOMERISM;

EID: 84925363081 PISSN: 13597345 EISSN: 1364548X Source Type: Journal
DOI: 10.1039/c4cc10155c Document Type: Article

Times cited : (54)

References (61)

1
- 0036589259
- J. Hassan M. Sevignon C. Gozzi E. Schulz M. Lemaire Chem. Rev. 2002 102 1359
- (2002) Chem. Rev. , vol.102 , pp. 1359
- Hassan, J.¹ Sevignon, M.² Gozzi, C.³ Schulz, E.⁴ Lemaire, M.⁵

2
- 70350506377
- M. C. Kozlowski B. J. Morgan E. C. Linton Chem. Soc. Rev. 2009 38 3193
- (2009) Chem. Soc. Rev. , vol.38 , pp. 3193
- Kozlowski, M.C.¹ Morgan, B.J.² Linton, E.C.³

3
- 52049105452
- D. S. Surry S. L. Buchwald Angew. Chem., Int. Ed. 2008 47 6338
- (2008) Angew. Chem., Int. Ed. , vol.47 , pp. 6338
- Surry, D.S.¹ Buchwald, S.L.²

4
- 57549099215
- For selected examples of metal-catalyzed cross-coupling reactions, see
- R. Martin S. L. Buchwald Acc. Chem. Res. 2008 41 1461
- (2008) Acc. Chem. Res. , vol.41 , pp. 1461
- Martin, R.¹ Buchwald, S.L.²

5
- 85017989352
- ed., Wiley-VCH, Weinheim
- Metal-Catalyzed Cross-Coupling Reactions and More, ed., A. de Meijere, S. Bräse, and, M. Oestreich, Wiley-VCH, Weinheim, 2014
- (2014) Metal-Catalyzed Cross-Coupling Reactions and More
- De Meijere, A.¹ Bräse, S.² Oestreich, M.³

6
- 84862065162
- C. C. C. J. Seechurn M. O. Kitching T. J. Colacot V. Snieckus Angew. Chem., Int. Ed. 2012 51 5062
- (2012) Angew. Chem., Int. Ed. , vol.51 , pp. 5062
- Seechurn, C.C.C.J.¹ Kitching, M.O.² Colacot, T.J.³ Snieckus, V.⁴

7
- 33747071481
- J.-P. Corbet G. Mignani Chem. Rev. 2006 106 2651
- (2006) Chem. Rev. , vol.106 , pp. 2651
- Corbet, J.-P.¹ Mignani, G.²

8
- 34548329075
- Direct C-H arylation has been developed as an efficient complement, see
- M. Catellani E. Motti N. Della Ca R. Ferraccioli Eur. J. Org. Chem. 2007 4153
- (2007) Eur. J. Org. Chem. , pp. 4153
- Catellani, M.¹ Motti, E.² Della Ca, N.³ Ferraccioli, R.⁴

9
- 84901259622
- I. Hussaina T. Singh Adv. Synth. Catal. 2014 356 1661
- (2014) Adv. Synth. Catal. , vol.356 , pp. 1661
- Hussaina, I.¹ Singh, T.²

10
- 84878775469
- A. Dermenci G. Dong Sci. China: Chem. 2013 56 685
- (2013) Sci. China: Chem. , vol.56 , pp. 685
- Dermenci, A.¹ Dong, G.²

11
- 84861657115
- D.-G. Yu B.-J. Li Z.-J. Shi Tetrahedron 2012 68 5130
- (2012) Tetrahedron , vol.68 , pp. 5130
- Yu, D.-G.¹ Li, B.-J.² Shi, Z.-J.³

12
- 75749099888
- J. A. Ashenhurst Chem. Soc. Rev. 2010 39 540
- (2010) Chem. Soc. Rev. , vol.39 , pp. 540
- Ashenhurst, J.A.¹

13
- 79952676713
- C. Liu H. Zhang W. Shi A. Lei Chem. Rev. 2011 111 1780
- (2011) Chem. Rev. , vol.111 , pp. 1780
- Liu, C.¹ Zhang, H.² Shi, W.³ Lei, A.⁴

14
- 79952678116
- For reviews on HAS, see
- C. S. Yeung V. M. Dong Chem. Rev. 2011 111 1215
- (2011) Chem. Rev. , vol.111 , pp. 1215
- Yeung, C.S.¹ Dong, V.M.²

15
- 34948892849
- W. R. Bowman J. M. D. Storey Chem. Soc. Rev. 2007 36 1803
- (2007) Chem. Soc. Rev. , vol.36 , pp. 1803
- Bowman, W.R.¹ Storey, J.M.D.²

16
- 0347968938
- R. Bolton G. H. Williams Chem. Soc. Rev. 1986 15 261
- (1986) Chem. Soc. Rev. , vol.15 , pp. 261
- Bolton, R.¹ Williams, G.H.²

17
- 0002523168
- in, ed. Renaud and M. Sibi, Wiley-VCH, Weinheim, ch. 1.4, 2
- A. Studer and M. Bossart, in Radicals in Organic Synthesis, ed., P. Renaud, and, M. P. Sibi, Wiley-VCH, Weinheim, 2001, ch. 1.4, vol. 2, pp. 62-80
- (2001) Radicals in Organic Synthesis , pp. 62-80
- Studer, A.¹ Bossart, M.²

18
- 58449085051
- S. Yanagisawa K. Ueda T. Taniguchi K. Itami Org. Lett. 2008 10 4673
- (2008) Org. Lett. , vol.10 , pp. 4673
- Yanagisawa, S.¹ Ueda, K.² Taniguchi, T.³ Itami, K.⁴

19
- 79958850927
- S. Yanagisawa K. Itami ChemCatChem 2011 3 827
- (2011) ChemCatChem , vol.3 , pp. 827
- Yanagisawa, S.¹ Itami, K.²

20
- 78049346852
- W. Liu H. Cao H. Zhang H. Zhang K. H. Chung C. He H. Wang F. Y. Kwong A. Lei J. Am. Chem. Soc. 2010 132 16737
- (2010) J. Am. Chem. Soc. , vol.132 , pp. 16737
- Liu, W.¹ Cao, H.² Zhang, H.³ Zhang, H.⁴ Chung, K.H.⁵ He, C.⁶ Wang, H.⁷ Kwong, F.Y.⁸ Lei, A.⁹

21
- 78149233868
- E. Shirakawa K.-i. Itoh T. Higashino T. Hayashi J. Am. Chem. Soc. 2010 132 15537
- (2010) J. Am. Chem. Soc. , vol.132 , pp. 15537
- Shirakawa, E.¹ Itoh, K.-I.² Higashino, T.³ Hayashi, T.⁴

22
- 78649513306
- C.-L. Sun H. Li D.-G. Yu M. Yu X. Zhou X.-Y. Lu K. Huang S.-F. Zheng B.-J. Li Z.-J. Shi Nat. Chem. 2010 2 1044
- (2010) Nat. Chem. , vol.2 , pp. 1044
- Sun, C.-L.¹ Li, H.² Yu, D.-G.³ Yu, M.⁴ Zhou, X.⁵ Lu, X.-Y.⁶ Huang, K.⁷ Zheng, S.-F.⁸ Li, B.-J.⁹ Shi, Z.-J.¹⁰

23
- 84872281971
- K.-S. Masters S. Brase Angew. Chem., Int. Ed. 2013 52 866
- (2013) Angew. Chem., Int. Ed. , vol.52 , pp. 866
- Masters, K.-S.¹ Brase, S.²

24
- 0034283587
- A. Studer S. Amrein Angew. Chem., Int. Ed. 2000 39 3080
- (2000) Angew. Chem., Int. Ed. , vol.39 , pp. 3080
- Studer, A.¹ Amrein, S.²

25
- 79956102547
- A. Studer D. P. Curran Angew. Chem., Int. Ed. 2011 50 5018
- (2011) Angew. Chem., Int. Ed. , vol.50 , pp. 5018
- Studer, A.¹ Curran, D.P.²

26
- 70350279575
- X. Guo J. Wang C. J. Li J. Am. Chem. Soc. 2009 131 15092
- (2009) J. Am. Chem. Soc. , vol.131 , pp. 15092
- Guo, X.¹ Wang, J.² Li, C.J.³

27
- 77956247025
- Q. Shuai L. Yang X. Guo O. Basle C. J. Li J. Am. Chem. Soc. 2010 132 12212
- (2010) J. Am. Chem. Soc. , vol.132 , pp. 12212
- Shuai, Q.¹ Yang, L.² Guo, X.³ Basle, O.⁴ Li, C.J.⁵

28
- 77954555264
- X. Guo J. Wang C. J. Li Org. Lett. 2010 12 3176
- (2010) Org. Lett. , vol.12 , pp. 3176
- Guo, X.¹ Wang, J.² Li, C.J.³

29
- 78649544629
- L. Yang C. A. Correia X. Guo C. J. Li Tetrahedron Lett. 2010 51 5486
- (2010) Tetrahedron Lett. , vol.51 , pp. 5486
- Yang, L.¹ Correia, C.A.² Guo, X.³ Li, C.J.⁴

30
- 78649556341
- L. Yang X. Guo C. J. Li Adv. Synth. Catal. 2010 352 2899
- (2010) Adv. Synth. Catal. , vol.352 , pp. 2899
- Yang, L.¹ Guo, X.² Li, C.J.³

31
- 79551481537
- For radial-type hydroacylation of olefins, see
- L. Yang T. Zeng Q. Shuai X. Guo C. J. Li Chem. Commun. 2011 47 2161
- (2011) Chem. Commun. , vol.47 , pp. 2161
- Yang, L.¹ Zeng, T.² Shuai, Q.³ Guo, X.⁴ Li, C.J.⁵

32
- 0346208460
- C. Chatgilialoglu D. Crich M. Komatsu I. Ryu Chem. Rev. 1999 99 1991
- (1999) Chem. Rev. , vol.99 , pp. 1991
- Chatgilialoglu, C.¹ Crich, D.² Komatsu, M.³ Ryu, I.⁴

33
- 77953978614
- V. Chudasama R. J. Fitzmaurice S. Caddick Nat. Chem. 2010 2 592
- (2010) Nat. Chem. , vol.2 , pp. 592
- Chudasama, V.¹ Fitzmaurice, R.J.² Caddick, S.³

34
- 72149110680
- V. Chudasama R. J. Fitzmaurice J. M. Ahern S. Caddick Chem. Commun. 2010 46 133
- (2010) Chem. Commun. , vol.46 , pp. 133
- Chudasama, V.¹ Fitzmaurice, R.J.² Ahern, J.M.³ Caddick, S.⁴

35
- 58149142827
- R. J. Fitzmaurice J. M. Ahern S. Caddick Org. Biolmol. Chem. 2009 7 235
- (2009) Org. Biolmol. Chem. , vol.7 , pp. 235
- Fitzmaurice, R.J.¹ Ahern, J.M.² Caddick, S.³

36
- 34250812663
- S. Esposti D. Dondi M. Fagnoni A. Albini Angew. Chem., Int. Ed. 2007 46 2531
- (2007) Angew. Chem., Int. Ed. , vol.46 , pp. 2531
- Esposti, S.¹ Dondi, D.² Fagnoni, M.³ Albini, A.⁴

37
- 0035929999
- S. Tsujimoto T. Iwahama S. Sakaguchi Y. Ishii Chem. Commun. 2001 2352
- (2001) Chem. Commun. , pp. 2352
- Tsujimoto, S.¹ Iwahama, T.² Sakaguchi, S.³ Ishii, Y.⁴

38
- 0037829795
- S. Tsujimoto S. Sakaguchi Y. Ishii Tetrahedron Lett. 2003 44 5601
- (2003) Tetrahedron Lett. , vol.44 , pp. 5601
- Tsujimoto, S.¹ Sakaguchi, S.² Ishii, Y.³

39
- 84873540529
- K. Matcha A. P. Antonchick Angew. Chem., Int. Ed. 2013 52 2082
- (2013) Angew. Chem., Int. Ed. , vol.52 , pp. 2082
- Matcha, K.¹ Antonchick, A.P.²

40
- 84877728653
- M.-B. Zhou R.-J. Song X.-H. Ouyang Y. Liu W.-T. Wei G.-B. Deng J.-H. Li Chem. Sci. 2013 4 2690
- (2013) Chem. Sci. , vol.4 , pp. 2690
- Zhou, M.-B.¹ Song, R.-J.² Ouyang, X.-H.³ Liu, Y.⁴ Wei, W.-T.⁵ Deng, G.-B.⁶ Li, J.-H.⁷

41
- 84882239180
- E. Watanabe A. Kaiho H. Kusama N. Iwasawa J. Am. Chem. Soc. 2013 135 11744
- (2013) J. Am. Chem. Soc. , vol.135 , pp. 11744
- Watanabe, E.¹ Kaiho, A.² Kusama, H.³ Iwasawa, N.⁴

42
- 2442657857
- 2)-H transformations promoted by oxidant/transition-metal combination, see
- Y.-J. Jang M.-C. Yan Y.-F. Lin C.-F. Yao J. Org. Chem. 2004 69 3961
- (2004) J. Org. Chem. , vol.69 , pp. 3961
- Jang, Y.-J.¹ Yan, M.-C.² Lin, Y.-F.³ Yao, C.-F.⁴

43
- 84898446412
- J. Wang C. Liu J. Yuan A. Lei Chem. Commun. 2014 50 4736
- (2014) Chem. Commun. , vol.50 , pp. 4736
- Wang, J.¹ Liu, C.² Yuan, J.³ Lei, A.⁴

44
- 84873914338
- J. Wang C. Liu J. Yuan A. Lei Angew. Chem., Int. Ed. 2013 52 2256
- (2013) Angew. Chem., Int. Ed. , vol.52 , pp. 2256
- Wang, J.¹ Liu, C.² Yuan, J.³ Lei, A.⁴

45
- 77954250340
- For n-butanal, the self-aldol condensation by-product was also detected. A control reaction using benzoic acid as the starting material to replace benzaldehyde failed to afford the biphenyl product, which could exclude the oxidation-decarboxylation-coupling pathway
- B.-X. Tang R.-J. Song C.-Y. Wu Y. Liu M.-B. Zhou W.-T. Wei G.-B. Deng D.-L. Yin J.-H. Li J. Am. Chem. Soc. 2010 132 8900
- (2010) J. Am. Chem. Soc. , vol.132 , pp. 8900
- Tang, B.-X.¹ Song, R.-J.² Wu, C.-Y.³ Liu, Y.⁴ Zhou, M.-B.⁵ Wei, W.-T.⁶ Deng, G.-B.⁷ Yin, D.-L.⁸ Li, J.-H.⁹

46
- 84898067786
- J. Liu C. Shao Y. Zhang G. Shi S. Pan Org. Biomol. Chem. 2014 12 2637
- (2014) Org. Biomol. Chem. , vol.12 , pp. 2637
- Liu, J.¹ Shao, C.² Zhang, Y.³ Shi, G.⁴ Pan, S.⁵

47
- 80052231746
- C. Li L. Wang P. Li W. Zhou Chem.-Eur. J. 2011 17 10208
- (2011) Chem.-Eur. J. , vol.17 , pp. 10208
- Li, C.¹ Wang, L.² Li, P.³ Zhou, W.⁴

48
- 77952147418
- O. Basle J. Bidange Q. Shuai C.-J. Li Adv. Synth. Catal. 2010 352 1145
- (2010) Adv. Synth. Catal. , vol.352 , pp. 1145
- Basle, O.¹ Bidange, J.² Shuai, Q.³ Li, C.-J.⁴

49
- 79953216417
- The trapping of an aryl radical by 1,1-diphenylethene was reported by
- F. Xiao Q. Shuai F. Zhao O. Basle G.-J. Deng C.-J. Li Org. Lett. 2011 13 1614
- (2011) Org. Lett. , vol.13 , pp. 1614
- Xiao, F.¹ Shuai, Q.² Zhao, F.³ Basle, O.⁴ Deng, G.-J.⁵ Li, C.-J.⁶

50
- 80052867965
- C.-L. Sun Y.-F. Gu B. Wang Z.-J. Shi Chem.-Eur. J. 2011 17 10844
- (2011) Chem.-Eur. J. , vol.17 , pp. 10844
- Sun, C.-L.¹ Gu, Y.-F.² Wang, B.³ Shi, Z.-J.⁴

51
- 85027936376
- Y. Mori J. Phys. Org. Chem. 2014 27 803
- (2014) J. Phys. Org. Chem. , vol.27 , pp. 803
- Mori, Y.¹

52
- 0001550930
- X.-M. Zhang D.-L. Yang Y.-C. Liu J. Org. Chem. 1993 58 224
- (1993) J. Org. Chem. , vol.58 , pp. 224
- Zhang, X.-M.¹ Yang, D.-L.² Liu, Y.-C.³

53
- 9644276653
- S. F. Nelsen M. N. Weaver A. E. Konradsson J. P. Telo T. Clark J. Am. Chem. Soc. 2004 126 15431
- (2004) J. Am. Chem. Soc. , vol.126 , pp. 15431
- Nelsen, S.F.¹ Weaver, M.N.² Konradsson, A.E.³ Telo, J.P.⁴ Clark, T.⁵

54
- 84902476424
- N. Zhang S. R. Samanta B. M. Rosen V. Percec Chem. Rev. 2014 114 5848
- (2014) Chem. Rev. , vol.114 , pp. 5848
- Zhang, N.¹ Samanta, S.R.² Rosen, B.M.³ Percec, V.⁴

55
- 0037239899
- R. A. Rossi A. B. Pierini A. B. Penenory Chem. Rev. 2003 103 71
- (2003) Chem. Rev. , vol.103 , pp. 71
- Rossi, R.A.¹ Pierini, A.B.² Penenory, A.B.³

56
- 0035781101
- The acylation of amines by aldehydes in the presence of peroxides has been previously reported
- H. Fischer Chem. Rev. 2001 101 3581
- (2001) Chem. Rev. , vol.101 , pp. 3581
- Fischer, H.¹

57
- 84863116706
- F. Xiao Y. Liu C. Tang G.-J. Deng Org. Lett. 2012 14 984
- (2012) Org. Lett. , vol.14 , pp. 984
- Xiao, F.¹ Liu, Y.² Tang, C.³ Deng, G.-J.⁴

58
- 84879753171
- G. S. Kumar R. A. Kumar P. S. Kumar N. V. Reddy K. V. Kumar M. L. Kantam S. Prabhakar K. R. Reddy Chem. Commun. 2013 49 6686
- (2013) Chem. Commun. , vol.49 , pp. 6686
- Kumar, G.S.¹ Kumar, R.A.² Kumar, P.S.³ Reddy, N.V.⁴ Kumar, K.V.⁵ Kantam, M.L.⁶ Prabhakar, S.⁷ Reddy, K.R.⁸

59
- 84899425751
- X. Guo L. Tang Y. Yang Z. Zha Z. Wang Green Chem. 2014 16 2443
- (2014) Green Chem. , vol.16 , pp. 2443
- Guo, X.¹ Tang, L.² Yang, Y.³ Zha, Z.⁴ Wang, Z.⁵

60
- 84884470139
- C. Dey E. Larionov E. P. Kundig Org. Biomol. Chem. 2013 11 6734
- (2013) Org. Biomol. Chem. , vol.11 , pp. 6734
- Dey, C.¹ Larionov, E.² Kundig, E.P.³

61
- 77951699144
- G. O. Jones P. Liu K. N. Houk S. L. Buchwald J. Am. Chem. Soc. 2010 132 6205
- (2010) J. Am. Chem. Soc. , vol.132 , pp. 6205
- Jones, G.O.¹ Liu, P.² Houk, K.N.³ Buchwald, S.L.⁴

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