SCOPUS 정보 검색 플랫폼 - 논문 보기

메뉴 건너뛰기

Volumn 5, Issue 11, 2013, Pages 3232-3236

C4-selective oxidative coupling of thiophenes with arylboron compounds: Influence of solvent acidity and boron substitution

(2) Schnapperelle, Ingo a Bach, Thorsten a

a TECHNICAL UNIVERSITY OF MUNICH (Germany)

Author keywords

C H activation; Heterocycles; Palladium; Regioselectivity; Solvent effects

Indexed keywords

EID: 84888617473 PISSN: 18673880 EISSN: 18673899 Source Type: Journal
DOI: 10.1002/cctc.201300167 Document Type: Article

Times cited : (27)

References (54)

1
- 84889604506
- For reviews on regioselective cross-coupling reactions
- For reviews on regioselective cross-coupling reactions

2
- 84860784425
- R. Rossi, F. Bellina, M. Lessi, Adv. Synth. Catal. 2012, 354, 1181-1255;
- (2012) Adv. Synth. Catal. , vol.354 , pp. 1181-1255
- Rossi, R.¹ Bellina, F.² Lessi, M.³

3
- 34250780395
- I. J. S. Fairlamb, Chem. Soc. Rev. 2007, 36, 1036-1045;
- (2007) Chem. Soc. Rev. , vol.36 , pp. 1036-1045
- Fairlamb, I.J.S.¹

4
- 13644268558
- S. Schröter, C. Stock, T. Bach, Tetrahedron 2005, 61, 2245-2267.
- (2005) Tetrahedron , vol.61 , pp. 2245-2267
- Schröter, S.¹ Stock, C.² Bach, T.³

5
- 84867726795
- B.-J. Li, Z.-J. Shi, Chem. Soc. Rev. 2012, 41, 5588-5598;
- (2012) Chem. Soc. Rev. , vol.41 , pp. 5588-5598
- Li, B.-J.¹ Shi, Z.-J.²

6
- 79954574772
- W. Shi, C. Liu, A. Lei, Chem. Soc. Rev. 2011, 40, 2761-2776;
- (2011) Chem. Soc. Rev. , vol.40 , pp. 2761-2776
- Shi, W.¹ Liu, C.² Lei, A.³

7
- 67649488045
- X. Chen, K. Engle, D.-H. Wang, J. Q. Yu, Angew. Chem. 2009, 121, 5196-5217; Angew. Chem. Int. Ed. 2009, 48, 5094-5115.
- (2009) Angew. Chem. 2009, 121, 5196-5217; Angew. Chem. Int. Ed. , vol.48 , pp. 5094-5115
- Chen, X.¹ Engle, K.² Wang, D.-H.³ Yu, J.Q.⁴

8
- 84890973385
- Wiley-VCH, Weinheim
- L. Ackermann, Modern Arylation Methods, Wiley-VCH, Weinheim, 2009.
- (2009) Modern Arylation Methods
- Ackermann, L.¹

9
- 34249936878
- D. R. Stuart, K. Fagnou, Science 2007, 316, 1172-1175;
- (2007) Science , vol.316 , pp. 1172-1175
- Stuart, D.R.¹ Fagnou, K.²

10
- 35048815950
- D. R. Stuart, E. Villemure, K. Fagnou, J. Am. Chem. Soc. 2007, 129, 12072-12073;
- (2007) J. Am. Chem. Soc. , vol.129 , pp. 12072-12073
- Stuart, D.R.¹ Villemure, E.² Fagnou, K.³

11
- 39849083252
- S.-D. Yang, C.-L. Sun, Z. Fang, B.-J. Li, Y.-Z. Li, Z.-J. Shi, Angew. Chem. 2008, 120, 1495-1498; Angew. Chem. Int. Ed. 2008, 47, 1473-1476;
- (2008) Angew. Chem. 2008, 120, 1495-1498; Angew. Chem. Int. Ed. , vol.47 , pp. 1473-1476
- Yang, S.-D.¹ Sun, C.-L.² Fang, Z.³ Li, B.-J.⁴ Li, Y.-Z.⁵ Shi, Z.-J.⁶

12
- 52449115659
- J. Zhao, Y. Zhang, K. Cheng, J. Org. Chem. 2008, 73, 7428-7431;
- (2008) J. Org. Chem. , vol.73 , pp. 7428-7431
- Zhao, J.¹ Zhang, Y.² Cheng, K.³

13
- 54049087464
- I. Ban, T. Sudo, T. Taniguchi, K. Itami, Org. Lett. 2008, 10, 3607-3609;
- (2008) Org. Lett. , vol.10 , pp. 3607-3609
- Ban, I.¹ Sudo, T.² Taniguchi, T.³ Itami, K.⁴

14
- 56849128233
- S. Kirchberg, T. Vogler, A. Studer, Synlett 2008, 2841-2845;
- (2008) Synlett , pp. 2841-2845
- Kirchberg, S.¹ Vogler, T.² Studer, A.³

15
- 38349133722
- T. Vogler, A. Studer, Org. Lett. 2008, 10, 129-131;
- (2008) Org. Lett. , vol.10 , pp. 129-131
- Vogler, T.¹ Studer, A.²

16
- 68149103209
- Y. Wei, J. Kan, M. Wang, W. Su, M. Hong, Org. Lett. 2009, 11, 3346-3349;
- (2009) Org. Lett. , vol.11 , pp. 3346-3349
- Wei, Y.¹ Kan, J.² Wang, M.³ Su, W.⁴ Hong, M.⁵

17
- 77957112814
- I. B. Seiple, S. Su, R. A. Rodriguez, R. Gianatassio, Y. Fujiwara, A. L. Sobel, P. S. Baran, J. Am. Chem. Soc. 2010, 132, 13194-13196;
- (2010) J. Am. Chem. Soc. , vol.132 , pp. 13194-13196
- Seiple, I.B.¹ Su, S.² Rodriguez, R.A.³ Gianatassio, R.⁴ Fujiwara, Y.⁵ Sobel, A.L.⁶ Baran, P.S.⁷

18
- 77954547364
- Z. Liang, B. Yao, Y. Zhang, Org. Lett. 2010, 12, 3185-3187;
- (2010) Org. Lett. , vol.12 , pp. 3185-3187
- Liang, Z.¹ Yao, B.² Zhang, Y.³

19
- 78249279646
- B. Liu, X. Qin, K. Li, X. Li, Q. Guo, J. Lan, J. You, Chem. Eur. J. 2010, 16, 11836-11839;
- (2010) Chem. Eur. J. , vol.16 , pp. 11836-11839
- Liu, B.¹ Qin, X.² Li, K.³ Li, X.⁴ Guo, Q.⁵ Lan, J.⁶ You, J.⁷

20
- 81755187364
- B. Liu, Q. Guo, Y. Cheng, J. Lan, J. You, Chem. Eur. J. 2011, 17, 13415-13419;
- (2011) Chem. Eur. J. , vol.17 , pp. 13415-13419
- Liu, B.¹ Guo, Q.² Cheng, Y.³ Lan, J.⁴ You, J.⁵

21
- 78751609601
- S. Ranjit, X. Liu, Chem. Eur. J. 2011, 17, 1105-1108;
- (2011) Chem. Eur. J. , vol.17 , pp. 1105-1108
- Ranjit, S.¹ Liu, X.²

22
- 84865232095
- B. Liu, J. Li, F. Song, J. You, Chem. Eur. J. 2012, 18, 10830-10833;
- (2012) Chem. Eur. J. , vol.18 , pp. 10830-10833
- Liu, B.¹ Li, J.² Song, F.³ You, J.⁴

23
- 84865681901
- X. Yu, X. Li, B. Wan, Org. Biomol. Chem. 2012, 10, 7479-7482;
- (2012) Org. Biomol. Chem. , vol.10 , pp. 7479-7482
- Yu, X.¹ Li, X.² Wan, B.³

24
- 84864608722
- N. A. B. Juwaini, J. K. PengNg, J. Seayad, ACS Catal. 2012, 2, 1787-1791.
- (2012) ACS Catal. , vol.2 , pp. 1787-1791
- Juwaini, N.A.B.¹ PengNg, J.K.² Seayad, J.³

25
- 79952050537
- S. Kirchberg, S. Tani, K. Ueda, J. Yamaguchi, A. Studer, K. Itami, Angew. Chem. 2011, 123, 2435-2439; Angew. Chem. Int. Ed. 2011, 50, 2387-2391;
- (2011) Angew. Chem. 2011, 123, 2435-2439; Angew. Chem. Int. Ed. , vol.50 , pp. 2387-2391
- Kirchberg, S.¹ Tani, S.² Ueda, K.³ Yamaguchi, J.⁴ Studer, A.⁵ Itami, K.⁶

26
- 84861536355
- M. Steinmetz, K. Ueda, S. Grimme, J. Yamaguchi, S. Kirchberg, K. Itami, A. Studer, Chem. Asian J. 2012, 7, 1256-1260.
- (2012) Chem. Asian J. , vol.7 , pp. 1256-1260
- Steinmetz, M.¹ Ueda, K.² Grimme, S.³ Yamaguchi, J.⁴ Kirchberg, S.⁵ Itami, K.⁶ Studer, A.⁷

27
- 84889604037
- For related work on C-C bond-forming reactions at thiophenes
- For related work on C-C bond-forming reactions at thiophenes

28
- 0037562071
- B. Glover, K. A. Harvey, B. Liu, M. J. Sharp, M. F. Tymoschenko, Org. Lett. 2003, 5, 301-304;
- (2003) Org. Lett. , vol.5 , pp. 301-304
- Glover, B.¹ Harvey, K.A.² Liu, B.³ Sharp, M.J.⁴ Tymoschenko, M.F.⁵

29
- 70349915658
- B. Join, T. Yamamoto, K. Itami, Angew. Chem. 2009, 121, 3698-3701; Angew. Chem. Int. Ed. 2009, 48, 3644-3647;
- (2009) Angew. Chem. 2009, 121, 3698-3701; Angew. Chem. Int. Ed. , vol.48 , pp. 3644-3647
- Join, B.¹ Yamamoto, T.² Itami, K.³

30
- 70350054836
- S. Yanagisawa, K. Ueda, H. Sekizawa, K. Itami, J. Am. Chem. Soc. 2009, 131, 14622-14623;
- (2009) J. Am. Chem. Soc. , vol.131 , pp. 14622-14623
- Yanagisawa, S.¹ Ueda, K.² Sekizawa, H.³ Itami, K.⁴

31
- 78449231481
- K. Ueda, S. Yanagisawa, J. Yamaguchi, K. Itami, Angew. Chem. 2010, 122, 9130-9133; Angew. Chem. Int. Ed. 2010, 49, 8946-8949;
- (2010) Angew. Chem. 2010, 122, 9130-9133; Angew. Chem. Int. Ed. , vol.49 , pp. 8946-8949
- Ueda, K.¹ Yanagisawa, S.² Yamaguchi, J.³ Itami, K.⁴

32
- 77956545487
- D. Roy, S. Mom, M. Beaupérin, H. Doucet, J.-C. Hierso, Angew. Chem. 2010, 122, 6800-6804; Angew. Chem. Int. Ed. 2010, 49, 6650-6654;
- (2010) Angew. Chem. 2010, 122, 6800-6804; Angew. Chem. Int. Ed. , vol.49 , pp. 6650-6654
- Roy, D.¹ Mom, S.² Beaupérin, M.³ Doucet, H.⁴ Hierso, J.-C.⁵

33
- 79251506356
- L. Chen, J. Roger, C. Bruneau, P. H. Dixneuf, H. Doucet, Chem. Commun. 2011, 47, 1872-1874;
- (2011) Chem. Commun. , vol.47 , pp. 1872-1874
- Chen, L.¹ Roger, J.² Bruneau, C.³ Dixneuf, P.H.⁴ Doucet, H.⁵

34
- 80054847754
- J. J. Dong, D. Roy, R. J. Roy, M. Ionita, H. Doucet, Synthesis 2011, 3530-3546;
- (2011) Synthesis , pp. 3530-3546
- Dong, J.J.¹ Roy, D.² Roy, R.J.³ Ionita, M.⁴ Doucet, H.⁵

35
- 84864427514
- C. B. Bheeter, J. K. Bera, H. Doucet, RSC Adv. 2012, 2, 7197-7206;
- (2012) RSC Adv. , vol.2 , pp. 7197-7206
- Bheeter, C.B.¹ Bera, J.K.² Doucet, H.³

36
- 84864268965
- K. Yamaguchi, J. Yamaguchi, A. Studer, K. Itami, Chem. Sci. 2012, 3, 2165-2169.
- (2012) Chem. Sci. , vol.3 , pp. 2165-2169
- Yamaguchi, K.¹ Yamaguchi, J.² Studer, A.³ Itami, K.⁴

37
- 79960183794
- I. Schnapperelle, S. Breitenlechner, T. Bach, Org. Lett. 2011, 13, 3640-3643.
- (2011) Org. Lett. , vol.13 , pp. 3640-3643
- Schnapperelle, I.¹ Breitenlechner, S.² Bach, T.³

38
- 84871606646
- K. Funaki, T. Sato, S. Oi, Org. Lett. 2012, 14, 6186-6189.
- (2012) Org. Lett. , vol.14 , pp. 6186-6189
- Funaki, K.¹ Sato, T.² Oi, S.³

39
- 84889608303
- For the synthesis of the previously unknown thiophenes 1c, 1d, 1e, and 1h, see the Supporting Information.
- For the synthesis of the previously unknown thiophenes 1c, 1d, 1e, and 1h, see the Supporting Information.

40
- 33750476668
- For a recent review on thiophenes, (Ed.: G. Maas), Thieme, Stuttgart
- For a recent review on thiophenes, see: J. Schatz in Science of Synthesis, Vol.9 (Ed.: G. Maas), Thieme, Stuttgart, 2001, pp.287-392.
- (2001) Science of Synthesis, Vol.9 , pp. 287-392
- Schatz, J.¹

41
- 37049054852
- T. A. Stephenson, S. M. Morehouse, A. R. Powell, J. P. Heffer, G. Wilkinson, J. Chem. Soc. 1965, 3632-3640.
- (1965) J. Chem. Soc. , pp. 3632-3640
- Stephenson, T.A.¹ Morehouse, S.M.² Powell, A.R.³ Heffer, J.P.⁴ Wilkinson, G.⁵

42
- 72949108920
- G. A. Molander, B. Canturk, Angew. Chem. 2009, 121, 9404-9425; Angew. Chem. Int. Ed. 2009, 48, 9240-9261;
- (2009) Angew. Chem. 2009, 121, 9404-9425; Angew. Chem. Int. Ed. , vol.48 , pp. 9240-9261
- Molander, G.A.¹ Canturk, B.²

43
- 38749104743
- S. Darses, J.-P. Genet, Chem. Rev. 2008, 108, 288-325;
- (2008) Chem. Rev. , vol.108 , pp. 288-325
- Darses, S.¹ Genet, J.-P.²

44
- 33947701099
- H. A. Stefani, R. Cella, A. S. Vieira, Tetrahedron 2007, 63, 3623-3658;
- (2007) Tetrahedron , vol.63 , pp. 3623-3658
- Stefani, H.A.¹ Cella, R.² Vieira, A.S.³

45
- 34248385279
- G. A. Molander, N. Ellis, Acc. Chem. Res. 2007, 40, 275-286.
- (2007) Acc. Chem. Res. , vol.40 , pp. 275-286
- Molander, G.A.¹ Ellis, N.²

46
- 84889572837
- For recent work on the use of aryltrifluoroborates in Suzuki cross-coupling reactions
- For recent work on the use of aryltrifluoroborates in Suzuki cross-coupling reactions

47
- 77954846356
- M. Butters, J. N. Harvey, J. Jover, A. J. J. Lennox, G. C. Lloyd-Jones, P. M. Murray, Angew. Chem. 2010, 122, 5282-5286; Angew. Chem. Int. Ed. 2010, 49, 5156-5160;
- (2010) Angew. Chem. 2010, 122, 5282-5286; Angew. Chem. Int. Ed. , vol.49 , pp. 5156-5160
- Butters, M.¹ Harvey, J.N.² Jover, J.³ Lennox, A.J.J.⁴ Lloyd-Jones, G.C.⁵ Murray, P.M.⁶

48
- 84860821589
- A. J. J. Lennox, G. C. Lloyd-Jones, J. Am. Chem. Soc. 2012, 134, 7431-7441.
- (2012) J. Am. Chem. Soc. , vol.134 , pp. 7431-7441
- Lennox, A.J.J.¹ Lloyd-Jones, G.C.²

49
- 33751155775
- E. Vedejs, R. W. Chapman, S. C. Fields, S. Lin, M. R. Schrimpf, J. Org. Chem. 1995, 60, 3020-3027;
- (1995) J. Org. Chem. , vol.60 , pp. 3020-3027
- Vedejs, E.¹ Chapman, R.W.² Fields, S.C.³ Lin, S.⁴ Schrimpf, M.R.⁵

50
- 0032768617
- S. Darses, G. Michaud, J.-P. Genet, Eur. J. Org. Chem. 1999, 1875-1883.
- (1999) Eur. J. Org. Chem. , pp. 1875-1883
- Darses, S.¹ Michaud, G.² Genet, J.-P.³

51
- 73649122442
- J.-H. Chu, S.-L. Tsai, M.-J. Wu, Synthesis 2009, 3757-3764;
- (2009) Synthesis , pp. 3757-3764
- Chu, J.-H.¹ Tsai, S.-L.² Wu, M.-J.³

52
- 79960897911
- Y. Liu, D. Li, C.-M. Park, Angew. Chem. 2011, 123, 7471-7474; Angew. Chem. Int. Ed. 2011, 50, 7333-7336;
- (2011) Angew. Chem. 2011, 123, 7471-7474; Angew. Chem. Int. Ed. , vol.50 , pp. 7333-7336
- Liu, Y.¹ Li, D.² Park, C.-M.³

53
- 84862777605
- X. Zhang, M. Yu, J. Yao, Y. Zhang, Synlett 2012, 463-467.
- (2012) Synlett , pp. 463-467
- Zhang, X.¹ Yu, M.² Yao, J.³ Zhang, Y.⁴

54
- 4243664295
- 2COOEt group have not yet been determined.
- 2COOEt group have not yet been determined.
- (1991) Chem. Rev. , vol.91 , pp. 165-195
- Hansch, C.¹ Leo, A.² Taft, R.W.³

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.