SCOPUS 정보 검색 플랫폼

Tetrahedron

Volumn 70, Issue 29, 2014, Pages 4405-4411

Nickel-catalyzed N-heterocycle-directed cross-coupling of fluorinated arenes with organozinc reagents

(4) Xiao, Sen Han a Xiong, Yang a Zhang, Xu Xue a Cao, Song a,b

a EAST CHINA UNIVERSITY OF SCIENCE AND TECHNOLOGY (China)

b SHANGHAI INSTITUTE OF ORGANIC CHEMISTRY (China)

Author keywords

Fluorinated arenes; Heterocycles; Nickel; Organozinc reagents; Sodium

Indexed keywords

BROMIDE; FLUORIDE; HETEROCYCLIC COMPOUND; LIGAND; NICKEL; NITROBENZENE; ORGANOZINC REAGENT; POLYCYCLIC AROMATIC HYDROCARBON; PYRAZINE; PYRIDINE; PYRIMIDINE; PYRIMIDINE DERIVATIVE; REAGENT; SODIUM; SOLVENT; UNCLASSIFIED DRUG; ZINC DERIVATIVE;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CATALYSIS; CATALYST; CHEMICAL BOND; CROSS COUPLING REACTION; FLUORINATION; FLUORINE NUCLEAR MAGNETIC RESONANCE; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION OPTIMIZATION; SOLVENT EFFECT;

EID: 84901691741 PISSN: 00404020 EISSN: 14645416 Source Type: Journal
DOI: 10.1016/j.tet.2014.04.052 Document Type: Article

Times cited : (13)

References (54)

1
- 66249097754
- H. Amii, and K. Uneyama Chem. Rev. 109 2009 2119
- (2009) Chem. Rev. , vol.109 , pp. 2119
- Amii, H.¹ Uneyama, K.²

2
- 79960337707
- L. Keyes, A.D. Sun, and J.A. Love Eur. J. Org. Chem. 2011 3985
- (2011) Eur. J. Org. Chem. , pp. 3985
- Keyes, L.¹ Sun, A.D.² Love, J.A.³

3
- 79956212759
- E. Clot, O. Eisenstein, N. Jasim, S.A. Macgregor, J.E. McGrady, and R.N. Perutz Acc. Chem. Res. 44 2011 333
- (2011) Acc. Chem. Res. , vol.44 , pp. 333
- Clot, E.¹ Eisenstein, O.² Jasim, N.³ Macgregor, S.A.⁴ McGrady, J.E.⁵ Perutz, R.N.⁶

4
- 79751519267
- T. Braun, and F. Wehmeier Eur. J. Inorg. Chem. 2011 613
- (2011) Eur. J. Inorg. Chem. , pp. 613
- Braun, T.¹ Wehmeier, F.²

5
- 84879986986
- T. Stahl, H.F.T. Klare, and M. Oestreich ACS Catal. 3 2013 1578
- (2013) ACS Catal. , vol.3 , pp. 1578
- Stahl, T.¹ Klare, H.F.T.² Oestreich, M.³

6
- 79251553730
- B. Li, Z.-H. Wu, Y.-F. Gu, C.-L. Sun, B.-Q. Wang, and Z.-J. Shi Angew. Chem., Int. Ed. 50 2011 1109
- (2011) Angew. Chem., Int. Ed. , vol.50 , pp. 1109
- Li, B.¹ Wu, Z.-H.² Gu, Y.-F.³ Sun, C.-L.⁴ Wang, B.-Q.⁵ Shi, Z.-J.⁶

7
- 77949777665
- X.-S. Wang, L. Truesdale, and J.-Q. Yu J. Am. Chem. Soc. 132 2010 3648
- (2010) J. Am. Chem. Soc. , vol.132 , pp. 3648
- Wang, X.-S.¹ Truesdale, L.² Yu, J.-Q.³

8
- 79851483350
- K. Gao, and N. Yoshikai J. Am. Chem. Soc. 133 2011 400
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 400
- Gao, K.¹ Yoshikai, N.²

9
- 84859569089
- K. Gao, and N. Yoshikai Chem. Commun. 2012 4305
- (2012) Chem. Commun. , pp. 4305
- Gao, K.¹ Yoshikai, N.²

10
- 84867700152
- S. Guin, S.K. Rout, A. Banerjee, S. Nandi, and B.K. Patel Org. Lett. 14 2012 5294
- (2012) Org. Lett. , vol.14 , pp. 5294
- Guin, S.¹ Rout, S.K.² Banerjee, A.³ Nandi, S.⁴ Patel, B.K.⁵

11
- 77955126672
- M.-Z. Li, and H.-B. Ge Org. Lett. 12 2010 3464
- (2010) Org. Lett. , vol.12 , pp. 3464
- Li, M.-Z.¹ Ge, H.-B.²

12
- 84880013128
- V.S. Thirunavukkarasu, K. Raghuvanshi, and L. Ackermann Org. Lett. 15 2013 3286
- (2013) Org. Lett. , vol.15 , pp. 3286
- Thirunavukkarasu, V.S.¹ Raghuvanshi, K.² Ackermann, L.³

13
- 79957775911
- L. Ilies, S. Asako, and E. Nakamura J. Am. Chem. Soc. 133 2011 7672
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 7672
- Ilies, L.¹ Asako, S.² Nakamura, E.³

14
- 74549189550
- N. Yoshikai, A. Matsumoto, J. Norinder, and E. Nakamura Synlett 2010 313
- (2010) Synlett , pp. 313
- Yoshikai, N.¹ Matsumoto, A.² Norinder, J.³ Nakamura, E.⁴

15
- 33750438087
- K.L. Hull, E.L. Lanni, and M.S. Sanford J. Am. Chem. Soc. 128 2006 14047
- (2006) J. Am. Chem. Soc. , vol.128 , pp. 14047
- Hull, K.L.¹ Lanni, E.L.² Sanford, M.S.³

16
- 70349934422
- K.J. Stowers, and M.S. Sanford Org. Lett. 11 2009 4584
- (2009) Org. Lett. , vol.11 , pp. 4584
- Stowers, K.J.¹ Sanford, M.S.²

17
- 84055223634
- L. Zhang, Z.-H. Liu, H.-Q. Li, G.-C. Fang, B.-D. Barry, T.A. Belay, X.-H. Bi, and Q. Liu Org. Lett. 13 2011 6536
- (2011) Org. Lett. , vol.13 , pp. 6536
- Zhang, L.¹ Liu, Z.-H.² Li, H.-Q.³ Fang, G.-C.⁴ Barry, B.-D.⁵ Belay, T.A.⁶ Bi, X.-H.⁷ Liu, Q.⁸

18
- 67650283702
- X.-F. Jia, S.-H. Zhang, W.-H. Wang, F. Luo, and J. Cheng Org. Lett. 11 2009 3120
- (2009) Org. Lett. , vol.11 , pp. 3120
- Jia, X.-F.¹ Zhang, S.-H.² Wang, W.-H.³ Luo, F.⁴ Cheng, J.⁵

19
- 69449096689
- Z.-S. Ye, W.-H. Wang, F. Luo, S.-H. Zhang, and J. Cheng Org. Lett. 11 2009 3974
- (2009) Org. Lett. , vol.11 , pp. 3974
- Ye, Z.-S.¹ Wang, W.-H.² Luo, F.³ Zhang, S.-H.⁴ Cheng, J.⁵

20
- 79551705344
- H. Mizuno, J. Takaya, and N. Iwasawa J. Am. Chem. Soc. 133 2011 1251
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 1251
- Mizuno, H.¹ Takaya, J.² Iwasawa, N.³

21
- 84867342363
- T. Shibata, S. Takayasu, S. Yuzawa, and T. Otani Org. Lett. 14 2012 5106
- (2012) Org. Lett. , vol.14 , pp. 5106
- Shibata, T.¹ Takayasu, S.² Yuzawa, S.³ Otani, T.⁴

22
- 84865263016
- K. Muralirajan, K. Parthasarathy, and C.-H. Cheng Org. Lett. 14 2012 4262
- (2012) Org. Lett. , vol.14 , pp. 4262
- Muralirajan, K.¹ Parthasarathy, K.² Cheng, C.-H.³

23
- 78751484186
- H. Li, W. Wei, Y. Xu, C. Zhang, and X.-B. Wan Chem. Commun. 2011 1497
- (2011) Chem. Commun. , pp. 1497
- Li, H.¹ Wei, W.² Xu, Y.³ Zhang, C.⁴ Wan, X.-B.⁵

24
- 34547911383
- Y. Matsuura, M. Tamura, T. Kochi, M. Sato, N. Chatani, and F. Kakiuchi J. Am. Chem. Soc. 129 2007 9858
- (2007) J. Am. Chem. Soc. , vol.129 , pp. 9858
- Matsuura, Y.¹ Tamura, M.² Kochi, T.³ Sato, M.⁴ Chatani, N.⁵ Kakiuchi, F.⁶

25
- 64549088961
- J. Flapper, H. Kooijman, M. Lutz, A.L. Spek, P.W.N.M. Leeuwen, C.J. Van Elsevier, and P.C.J. Kamer Organometallics 28 2009 1180
- (2009) Organometallics , vol.28 , pp. 1180
- Flapper, J.¹ Kooijman, H.² Lutz, M.³ Spek, A.L.⁴ Leeuwen, P.W.N.M.⁵ Van Elsevier, C.J.⁶ Kamer, P.C.J.⁷

26
- 82555175934
- M. Tobisu, T. Xu, T. Shimasaki, and N. Chatani J. Am. Chem. Soc. 133 2011 19505
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 19505
- Tobisu, M.¹ Xu, T.² Shimasaki, T.³ Chatani, N.⁴

27
- 84873950878
- D.-H. Yu, L. Lu, and Q.-L. Shen Org. Lett. 15 2013 940
- (2013) Org. Lett. , vol.15 , pp. 940
- Yu, D.-H.¹ Lu, L.² Shen, Q.-L.³

28
- 84859016401
- C. Wang, T. Ozaki, R. Takita, and M. Uchiyama Chem. - Eur. J. 18 2012 3482
- (2012) Chem. - Eur. J. , vol.18 , pp. 3482
- Wang, C.¹ Ozaki, T.² Takita, R.³ Uchiyama, M.⁴

29
- 84867900435
- H.A. Stefani, D.M. Leal, and F. Manarin Tetrahedron Lett. 53 2012 6495
- (2012) Tetrahedron Lett. , vol.53 , pp. 6495
- Stefani, H.A.¹ Leal, D.M.² Manarin, F.³

30
- 84856739953
- F. Gosselin, S.J. Savage, N. Blaquiere, and S.T. Staben Org. Lett. 14 2012 862
- (2012) Org. Lett. , vol.14 , pp. 862
- Gosselin, F.¹ Savage, S.J.² Blaquiere, N.³ Staben, S.T.⁴

31
- 84871955102
- Y. Yang, N.J. Oldenhuis, and S.L. Buchwald Angew. Chem., Int. Ed. 52 2013 615
- (2013) Angew. Chem., Int. Ed. , vol.52 , pp. 615
- Yang, Y.¹ Oldenhuis, N.J.² Buchwald, S.L.³

32
- 76249130540
- T. Thaler, B. Haag, A. Gavryushin, K. Schober, E. Hartmann, R.M. Gschwind, H. Zipse, P. Mayer, and P. Knochel Nat. Chem. 2 2010 125
- (2010) Nat. Chem. , vol.2 , pp. 125
- Thaler, T.¹ Haag, B.² Gavryushin, A.³ Schober, K.⁴ Hartmann, E.⁵ Gschwind, R.M.⁶ Zipse, H.⁷ Mayer, P.⁸ Knochel, P.⁹

33
- 77951189061
- S. Ejiri, S. Odo, H. Takahashi, Y. Nishimura, K. Gotoh, Y. Nishihara, and K. Takagi Org. Lett. 12 2010 1692
- (2010) Org. Lett. , vol.12 , pp. 1692
- Ejiri, S.¹ Odo, S.² Takahashi, H.³ Nishimura, Y.⁴ Gotoh, K.⁵ Nishihara, Y.⁶ Takagi, K.⁷

34
- 84861902827
- J. Choi, and G.C. Fu J. Am. Chem. Soc. 134 2012 9102
- (2012) J. Am. Chem. Soc. , vol.134 , pp. 9102
- Choi, J.¹ Fu, G.C.²

35
- 84874630989
- S.-H. Kim, and R.D. Rieke J. Org. Chem. 78 2013 1984
- (2013) J. Org. Chem. , vol.78 , pp. 1984
- Kim, S.-H.¹ Rieke, R.D.²

36
- 84860118229
- S. Duez, A.K. Steib, and P. Knochel Org. Lett. 14 2012 1951
- (2012) Org. Lett. , vol.14 , pp. 1951
- Duez, S.¹ Steib, A.K.² Knochel, P.³

37
- 79961045637
- A. Krasovskiy, and B.H. Lipshutz Org. Lett. 13 2011 3818
- (2011) Org. Lett. , vol.13 , pp. 3818
- Krasovskiy, A.¹ Lipshutz, B.H.²

38
- 55249105544
- G. Manolikakes, M.A. Schade, C.M. Hernandez, H. Mayr, and P. Knochel Org. Lett. 10 2008 2765
- (2008) Org. Lett. , vol.10 , pp. 2765
- Manolikakes, G.¹ Schade, M.A.² Hernandez, C.M.³ Mayr, H.⁴ Knochel, P.⁵

39
- 24044441578
- N. Hadei, E.A.B. Kantchev, C.J. O'Brien, and M.G. Organ Org. Lett. 7 2005 3805
- (2005) Org. Lett. , vol.7 , pp. 3805
- Hadei, N.¹ Kantchev, E.A.B.² O'Brien, C.J.³ Organ, M.G.⁴

40
- 16844363000
- C. Fischer, and G.C. Fu J. Am. Chem. Soc. 127 2005 4594
- (2005) J. Am. Chem. Soc. , vol.127 , pp. 4594
- Fischer, C.¹ Fu, G.C.²

41
- 84897608975
- A.D. Sun, K. Leung, A.D. Restivo, N.A. LaBerge, H. Takasaki, and J.A. Love Chem. - Eur. J. 20 2014 3162
- (2014) Chem. - Eur. J. , vol.20 , pp. 3162
- Sun, A.D.¹ Leung, K.² Restivo, A.D.³ Laberge, N.A.⁴ Takasaki, H.⁵ Love, J.A.⁶

42
- 78049453934
- A.D. Sun, and J.A. Love J. Fluorine Chem. 131 2010 1237
- (2010) J. Fluorine Chem. , vol.131 , pp. 1237
- Sun, A.D.¹ Love, J.A.²

43
- 71949129881
- H.L. Buckley, A.D. Sun, and J.A. Love Organometallics 28 2009 6622
- (2009) Organometallics , vol.28 , pp. 6622
- Buckley, H.L.¹ Sun, A.D.² Love, J.A.³

44
- 79952582236
- M. Ohashi, T. Kambara, T. Hatanaka, H. Saijo, R. Doi, and S. Ogoshi J. Am. Chem. Soc. 133 2011 3256
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 3256
- Ohashi, M.¹ Kambara, T.² Hatanaka, T.³ Saijo, H.⁴ Doi, R.⁵ Ogoshi, S.⁶

45
- 84875439135
- S. Yamada, T. Takahashi, T. Konno, and T. Ishihara J. Fluorine Chem. 149 2013 95
- (2013) J. Fluorine Chem. , vol.149 , pp. 95
- Yamada, S.¹ Takahashi, T.² Konno, T.³ Ishihara, T.⁴

46
- 84863611879
- Y. Nakamura, N. Yoshikai, L.I. Llies, and E. Nakamura Org. Lett. 14 2012 3316
- (2012) Org. Lett. , vol.14 , pp. 3316
- Nakamura, Y.¹ Yoshikai, N.² Llies, L.I.³ Nakamura, E.⁴

47
- 38349096801
- T. Wang, B.J. Alfonso, and J.A. Love Org. Lett. 9 2007 5629
- (2007) Org. Lett. , vol.9 , pp. 5629
- Wang, T.¹ Alfonso, B.J.² Love, J.A.³

48
- 84868530742
- X.-X. Yang, H.-J. Sun, S.-M. Zhang, and X.-Y. Li J. Organomet. Chem. 723 2013 36
- (2013) J. Organomet. Chem. , vol.723 , pp. 36
- Yang, X.-X.¹ Sun, H.-J.² Zhang, S.-M.³ Li, X.-Y.⁴

49
- 80053601942
- J.-J. Wu, and S. Cao ChemCatChem 3 2011 1582
- (2011) ChemCatChem , vol.3 , pp. 1582
- Wu, J.-J.¹ Cao, S.²

50
- 84864468626
- J. Zhang, J.-J. Wu, Y. Xiong, and S. Cao Chem. Commun. 2012 8553
- (2012) Chem. Commun. , pp. 8553
- Zhang, J.¹ Wu, J.-J.² Xiong, Y.³ Cao, S.⁴

51
- 84877121707
- Y. Xiong, J.-J. Wu, S.-H. Xiao, J. Xiao, and S. Cao J. Org. Chem. 78 2013 4599
- (2013) J. Org. Chem. , vol.78 , pp. 4599
- Xiong, Y.¹ Wu, J.-J.² Xiao, S.-H.³ Xiao, J.⁴ Cao, S.⁵

52
- 84879328709
- G.-Y. Jin, X.-X. Zhang, and S. Cao Org. Lett. 15 2013 3114
- (2013) Org. Lett. , vol.15 , pp. 3114
- Jin, G.-Y.¹ Zhang, X.-X.² Cao, S.³

53
- 33749509027
- X. Chen, C.E. Goodhue, and J.-Q. Yu J. Am. Chem. Soc. 128 2006 12634
- (2006) J. Am. Chem. Soc. , vol.128 , pp. 12634
- Chen, X.¹ Goodhue, C.E.² Yu, J.-Q.³

54
- 38649109821
- H.-Q. Do, and O. Daugulis J. Am. Chem. Soc. 130 2008 1128
- (2008) J. Am. Chem. Soc. , vol.130 , pp. 1128
- Do, H.-Q.¹ Daugulis, O.²

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.