SCOPUS 정보 검색 플랫폼

Chemistry - A European Journal

Volumn 19, Issue 9, 2013, Pages 2951-2955

Nickel-catalyzed coupling of thiomethyl-substituted 1,3-benzothiazoles with secondary alkyl Grignard reagents

(5) Ghaderi, Arash a Iwasaki, Takanori a Fukuoka, Asuka a Terao, Jun b Kambe, Nobuaki a

a OSAKA UNIVERSITY (Japan)

b KYOTO UNIVERSITY (Japan)

Author keywords

alkylation; C C coupling; cross coupling; nickel; thiazoles

Indexed keywords

1 ,3-BUTADIENE; BENZOTHIAZOLES; BOND METATHESIS; C-C COUPLING; C-S BOND CLEAVAGE; CROSS-COUPLINGS; DOUBLE BONDS; GRIGNARD REAGENT; NICKEL CATALYZED COUPLING; NICKEL COMPLEX; SYNTHETIC METHODS; THIAZOLES; THIOETHERS;

ALKYLATION; BUTADIENE; CATALYSIS; CHEMICAL COMPOUNDS;

NICKEL;

BENZOTHIAZOLE DERIVATIVE; DYES, REAGENTS, INDICATORS, MARKERS AND BUFFERS; NICKEL; THIOL DERIVATIVE;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; CHEMISTRY;

BENZOTHIAZOLES; CATALYSIS; INDICATORS AND REAGENTS; MOLECULAR STRUCTURE; NICKEL; SULFHYDRYL COMPOUNDS;

EID: 84874090401 PISSN: 09476539 EISSN: 15213765 Source Type: Journal
DOI: 10.1002/chem.201203413 Document Type: Article

Times cited : (23)

References (62)

1
- 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

2
- 34247252514
- T. Satoh, M. Miura, Chem. Lett. 2007, 36, 200-205
- (2007) Chem. Lett. , vol.36 , pp. 200-205
- Satoh, T.¹ Miura, M.²

3
- 34250655628
- I. V. Seregin, V. Gevorgyan, Chem. Soc. Rev. 2007, 36, 1173-1193
- (2007) Chem. Soc. Rev. , vol.36 , pp. 1173-1193
- Seregin, I.V.¹ Gevorgyan, V.²

4
- 51649122191
- J. C. Lewis, R. G. Bergman, J. A. Ellman, Acc. Chem. Res. 2008, 41, 1013-1025
- (2008) Acc. Chem. Res. , vol.41 , pp. 1013-1025
- Lewis, J.C.¹ Bergman, R.G.² Ellman, J.A.³

5
- 77949410036
- L. Ackermann, R. Vicente, A. R. Kapdi, Angew. Chem. 2009, 121, 9976-10011
- (2009) Angew. Chem. , vol.121 , pp. 9976-10011
- Ackermann, L.¹ Vicente, R.² Kapdi, A.R.³

6
- 72449170089
- Angew. Chem. Int. Ed. 2009, 48, 9792-9826
- (2009) Angew. Chem. Int. Ed. , vol.48 , pp. 9792-9826

7
- 77954079821
- L. Ackermann, Chem. Commun. 2010, 46, 4866-4877
- (2010) Chem. Commun. , vol.46 , pp. 4866-4877
- Ackermann, L.¹

8
- 77955814887
- A. S. Dudnik, V. Gevorgyan, Angew. Chem. 2010, 122, 2140-2142
- (2010) Angew. Chem. , vol.122 , pp. 2140-2142
- Dudnik, A.S.¹ Gevorgyan, V.²

9
- 77949382971
- Angew. Chem. Int. Ed. 2010, 49, 2096-2098.
- (2010) Angew. Chem. Int. Ed. , vol.49 , pp. 2096-2098

10
- 0004039074
- Wiley-VCH, Weinheim
- T. Eicher, S. Hauptmann, The Chemistry of Heterocycles, Wiley-VCH, Weinheim, 2003
- (2003) The Chemistry of Heterocycles
- Eicher, T.¹ Hauptmann, S.²

11
- 0033118907
- R. S. Roy, A. M. Gehring, J. C. Milne, P. J. Belshaw, C. T. Walsh, Nat. Prod. Rep. 1999, 16, 249-263
- (1999) Nat. Prod. Rep. , vol.16 , pp. 249-263
- Roy, R.S.¹ Gehring, A.M.² Milne, J.C.³ Belshaw, P.J.⁴ Walsh, C.T.⁵

12
- 0036005608
- J. R. Lewis, Nat. Prod. Rep. 2002, 19, 223-258
- (2002) Nat. Prod. Rep. , vol.19 , pp. 223-258
- Lewis, J.R.¹

13
- 0347063644
- Z. Jin, Nat. Prod. Rep. 2003, 20, 584-605
- (2003) Nat. Prod. Rep. , vol.20 , pp. 584-605
- Jin, Z.¹

14
- 84859891708
- Q. Zhang, W. A. van der Donk, W. Liu, Acc. Chem. Res. 2012, 45, 555-564
- (2012) Acc. Chem. Res. , vol.45 , pp. 555-564
- Zhang, Q.¹ Van Der Donk, W.A.² Liu, W.³

15
- 0000064020
- A. Kraft, A. C. Grimsdale, A. B. Holmes, Angew. Chem. 1998, 110, 416-443
- (1998) Angew. Chem. , vol.110 , pp. 416-443
- Kraft, A.¹ Grimsdale, A.C.² Holmes, A.B.³

16
- 0032473366
- Angew. Chem. Int. Ed. 1998, 37, 402-428
- (1998) Angew. Chem. Int. Ed. , vol.37 , pp. 402-428

17
- 33745079610
- J. S. Carey, D. Laffan, C. Thomson, M. T. Williams, Org. Biomol. Chem. 2006, 4, 2337-2347.
- (2006) Org. Biomol. Chem. , vol.4 , pp. 2337-2347
- Carey, J.S.¹ Laffan, D.² Thomson, C.³ Williams, M.T.⁴

18
- 0003640494
- Wiley, New York
- H. W. Gschwend, H. R. Rodriguez, Organic Reactions, Vol. 26, Wiley, New York, 1979.
- (1979) Organic Reactions, Vol. 26
- Gschwend, H.W.¹ Rodriguez, H.R.²

19
- 59849085075
- C. Verrier, C. Hoarau, F. Marsais, Org. Biomol. Chem. 2009, 7, 647-650
- (2009) Org. Biomol. Chem. , vol.7 , pp. 647-650
- Verrier, C.¹ Hoarau, C.² Marsais, F.³

20
- 77949833520
- T. Mukai, K. Hirano, T. Satoh, M. Miura, Org. Lett. 2010, 12, 1360-1363
- (2010) Org. Lett. , vol.12 , pp. 1360-1363
- Mukai, T.¹ Hirano, K.² Satoh, T.³ Miura, M.⁴

21
- 78249257281
- T. Yao, K. Hirano, T. Satoh, M. Miura, Chem. Eur. J. 2010, 16, 12307-12311
- (2010) Chem. Eur. J. , vol.16 , pp. 12307-12311
- Yao, T.¹ Hirano, K.² Satoh, T.³ Miura, M.⁴

22
- 77957221112
- O. Vechorkin, V. Proust, X. Hu, Angew. Chem. 2010, 122, 3125-3128
- (2010) Angew. Chem. , vol.122 , pp. 3125-3128
- Vechorkin, O.¹ Proust, V.² Hu, X.³

23
- 77951159576
- Angew. Chem. Int. Ed. 2010, 49, 3061-3064
- (2010) Angew. Chem. Int. Ed. , vol.49 , pp. 3061-3064

24
- 84255198425
- L. Ackermann, B. Punji, W. Song, Adv. Synth. Catal. 2011, 353, 3325-3329
- (2011) Adv. Synth. Catal. , vol.353 , pp. 3325-3329
- Ackermann, L.¹ Punji, B.² Song, W.³

25
- 38349073437
- S. H. Wunderlich, P. Knochel, Angew. Chem. 2007, 119, 7829-7832
- (2007) Angew. Chem. , vol.119 , pp. 7829-7832
- Wunderlich, S.H.¹ Knochel, P.²

26
- 35048861276
- Angew. Chem. Int. Ed. 2007, 46, 7685-7688
- (2007) Angew. Chem. Int. Ed. , vol.46 , pp. 7685-7688

27
- 84859620638
- P. Ren, I. Salihu, R. Scopelliti, X. Hu, Org. Lett. 2012, 14, 1748-1751.
- (2012) Org. Lett. , vol.14 , pp. 1748-1751
- Ren, P.¹ Salihu, I.² Scopelliti, R.³ Hu, X.⁴

28
- 84874059480
- H. Takei, M. Miura, H. Sugimura, H. Okumura, Chem. Lett. 1979, 1147-1450
- (1979) Chem. Lett. , pp. 1147-1450
- Takei, H.¹ Miura, M.² Sugimura, H.³ Okumura, H.⁴

29
- 0000448554
- F. Babudri, S. Florio, L. Ronzini, M. Aresta, Tetrahedron 1983, 39, 1515-1521
- (1983) Tetrahedron , vol.39 , pp. 1515-1521
- Babudri, F.¹ Florio, S.² Ronzini, L.³ Aresta, M.⁴

30
- 85016523711
- H. Sugimura, H. Okamura, M. Miura, M. Yoshida, H. Takei, Nippon Kagaku Kaishi 1985, 3, 416-424.
- (1985) Nippon Kagaku Kaishi , vol.3 , pp. 416-424
- Sugimura, H.¹ Okamura, H.² Miura, M.³ Yoshida, M.⁴ Takei, H.⁵

31
- 0034042632
- M. E. Angiolelli, A. L. Casalnuovo, T. P. Selby, Synlett 2000, 905-907
- (2000) Synlett , pp. 905-907
- Angiolelli, M.E.¹ Casalnuovo, A.L.² Selby, T.P.³

32
- 70349120388
- A. Metzger, L. Melzig, C. Despotopoulou, P. Knochel, Org. Lett. 2009, 11, 4228-4231
- (2009) Org. Lett. , vol.11 , pp. 4228-4231
- Metzger, A.¹ Melzig, L.² Despotopoulou, C.³ Knochel, P.⁴

33
- 77949807925
- L. Melzig, A. Metzger, P. Knochel, J. Org. Chem. 2010, 75, 2131-2133.
- (2010) J. Org. Chem. , vol.75 , pp. 2131-2133
- Melzig, L.¹ Metzger, A.² Knochel, P.³

34
- 0009201764
- P. A. Jacobi, S.-n. Ueng, D. Carr, J. Org. Chem. 1979, 44, 2042-2044
- (1979) J. Org. Chem. , vol.44 , pp. 2042-2044
- Jacobi, P.A.¹ Ueng, S.-N.² Carr, D.³

35
- 0029147111
- E. Crowef, F. Hossner, M. J. Hughes, Tetrahedron 1995, 51, 8889-8900
- (1995) Tetrahedron , vol.51 , pp. 8889-8900
- Crowef, E.¹ Hossner, F.² Hughes, M.J.³

36
- 27444445014
- R. A. Miller, R. M. Smith, B. Marcune, J. Org. Chem. 2005, 70, 9074-9076.
- (2005) J. Org. Chem. , vol.70 , pp. 9074-9076
- Miller, R.A.¹ Smith, R.M.² Marcune, B.³

37
- 0037184456
- K. L. Tan, R. G. Bergman, J. A. Ellman, J. Am. Chem. Soc. 2002, 124, 13964-13965
- (2002) J. Am. Chem. Soc. , vol.124 , pp. 13964-13965
- Tan, K.L.¹ Bergman, R.G.² Ellman, J.A.³

38
- 5444275842
- K. L. Tan, S. Park, R. G. Bergman, J. A. Ellman, J. Org. Chem. 2004, 69, 7329-7335
- (2004) J. Org. Chem. , vol.69 , pp. 7329-7335
- Tan, K.L.¹ Park, S.² Bergman, R.G.³ Ellman, J.A.⁴

39
- 78249235410
- Y. Nakao, N. Kashihara, K. S. Kanyiva, T. Hiyama, Angew. Chem. 2010, 122, 4553-4556
- (2010) Angew. Chem. , vol.122 , pp. 4553-4556
- Nakao, Y.¹ Kashihara, N.² Kanyiva, K.S.³ Hiyama, T.⁴

40
- 77953682528
- Angew. Chem. Int. Ed. 2010, 49, 4451-4454.
- (2010) Angew. Chem. Int. Ed. , vol.49 , pp. 4451-4454

41
- 84862232088
- P.-Y. Xin, H.-Y. Niu, G.-R. Qu, R.-F. Ding, H.-M. Guo, Chem. Commun. 2012, 48, 6717-6719.
- (2012) Chem. Commun. , vol.48 , pp. 6717-6719
- Xin, P.-Y.¹ Niu, H.-Y.² Qu, G.-R.³ Ding, R.-F.⁴ Guo, H.-M.⁵

42
- 84859944816
- T. Yao, K. Hirano, T. Satoh, M. Miura, Angew. Chem. 2012, 124, 799-803
- (2012) Angew. Chem. , vol.124 , pp. 799-803
- Yao, T.¹ Hirano, K.² Satoh, T.³ Miura, M.⁴

43
- 84855782107
- Angew. Chem. Int. Ed. 2012, 51, 775-779.
- (2012) Angew. Chem. Int. Ed. , vol.51 , pp. 775-779

44
- 57549086032
- J. Terao, N. Kambe, Acc. Chem. Res. 2008, 41, 1545-1554
- (2008) Acc. Chem. Res. , vol.41 , pp. 1545-1554
- Terao, J.¹ Kambe, N.²

45
- 80052566880
- N. Kambe, T. Iwasaki, J. Terao, Chem. Soc. Rev. 2011, 40, 4937-4947
- (2011) Chem. Soc. Rev. , vol.40 , pp. 4937-4947
- Kambe, N.¹ Iwasaki, T.² Terao, J.³

46
- 0037165715
- J. Terao, H. Watanabe, A. Ikumi, H. Kuniyasu, N. Kambe, J. Am. Chem. Soc. 2002, 124, 4222-4223
- (2002) J. Am. Chem. Soc. , vol.124 , pp. 4222-4223
- Terao, J.¹ Watanabe, H.² Ikumi, A.³ Kuniyasu, H.⁴ Kambe, N.⁵

47
- 0037620634
- J. Terao, A. Ikumi, H. Kuniyasu, N. Kambe, J. Am. Chem. Soc. 2003, 125, 5646-5647
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 5646-5647
- Terao, J.¹ Ikumi, A.² Kuniyasu, H.³ Kambe, N.⁴

48
- 0346250025
- J. Terao, Y. Naitoh, H. Kuniyasu, N. Kambe, Chem. Lett. 2003, 32, 890-891
- (2003) Chem. Lett. , vol.32 , pp. 890-891
- Terao, J.¹ Naitoh, Y.² Kuniyasu, H.³ Kambe, N.⁴

49
- 38549149681
- J. Terao, H. Todo, H. Watanabe, A. Ikumi, N. Kambe, Angew. Chem. 2004, 116, 6306-6308
- (2004) Angew. Chem. , vol.116 , pp. 6306-6308
- Terao, J.¹ Todo, H.² Watanabe, H.³ Ikumi, A.⁴ Kambe, N.⁵

50
- 10044226044
- Angew. Chem. Int. Ed. 2004, 43, 6180-6182
- (2004) Angew. Chem. Int. Ed. , vol.43 , pp. 6180-6182

51
- 38549147395
- J. Terao, H. Todo, S. A. Begum, H. Kuniyasu, N. Kambe, Angew. Chem. 2007, 119, 2132-2135
- (2007) Angew. Chem. , vol.119 , pp. 2132-2135
- Terao, J.¹ Todo, H.² Begum, S.A.³ Kuniyasu, H.⁴ Kambe, N.⁵

52
- 34250863375
- Angew. Chem. Int. Ed. 2007, 46, 2086-2089
- (2007) Angew. Chem. Int. Ed. , vol.46 , pp. 2086-2089

53
- 68749117591
- S. P. Singh, J. Terao, N. Kambe, Tetrahedron Lett. 2009, 50, 5644-5646
- (2009) Tetrahedron Lett. , vol.50 , pp. 5644-5646
- Singh, S.P.¹ Terao, J.² Kambe, N.³

54
- 78651386712
- S. P. Singh, T. Iwasaki, J. Terao, N. Kambe, Tetrahedron Lett. 2011, 52, 774-776
- (2011) Tetrahedron Lett. , vol.52 , pp. 774-776
- Singh, S.P.¹ Iwasaki, T.² Terao, J.³ Kambe, N.⁴

55
- 80052589858
- T. Iwasaki, A. Tsumura, T. Omori, H. Kuniyasu, J. Terao, N. Kambe, Chem. Lett. 2011, 40, 1024-1026
- (2011) Chem. Lett. , vol.40 , pp. 1024-1026
- Iwasaki, T.¹ Tsumura, A.² Omori, T.³ Kuniyasu, H.⁴ Terao, J.⁵ Kambe, N.⁶

56
- 84865204216
- R. Shen, T. Iwasaki, J. Terao, N. Kambe, Chem. Commun. 2012, 48, 9313-9315.
- (2012) Chem. Commun. , vol.48 , pp. 9313-9315
- Shen, R.¹ Iwasaki, T.² Terao, J.³ Kambe, N.⁴

57
- 0034729932
- 2-(Methylthio)thiazole derivatives 1 a and 1 b are commercially available. The 2-(methylthio)benzothiazole derivatives can be easily prepared from o-aminothioarene; see:, A. Harizi, A. Romdhane, Z. Mighri, Tetrahedron Lett. 2000, 41, 5833-5835.
- (2000) Tetrahedron Lett. , vol.41 , pp. 5833-5835
- Harizi, A.¹ Romdhane, A.² Mighri, Z.³

58
- 49249152306
- H. Okamura, M. Miura, H. Takei, Tetrahedron Lett. 1979, 20, 43-46
- (1979) Tetrahedron Lett. , vol.20 , pp. 43-46
- Okamura, H.¹ Miura, M.² Takei, H.³

59
- 33646447726
- S.-I. Fujiwara, N. Kambe, Top. Curr. Chem. 2005, 251, 87
- (2005) Top. Curr. Chem. , vol.251 , pp. 87
- Fujiwara, S.-I.¹ Kambe, N.²

60
- 38349179753
- F. Yamashita, H. Kuniyasu, J. Terao, N. Kambe, Org. Lett. 2008, 10, 101-104
- (2008) Org. Lett. , vol.10 , pp. 101-104
- Yamashita, F.¹ Kuniyasu, H.² Terao, J.³ Kambe, N.⁴

61
- 49549111864
- Y. Minami, H. Kuniyasu, N. Kambe, Org. Lett. 2008, 10, 2469-2472
- (2008) Org. Lett. , vol.10 , pp. 2469-2472
- Minami, Y.¹ Kuniyasu, H.² Kambe, N.³

62
- 77956198681
- Y. Minami, H. Kuniyasu, A. Sanagawa, N. Kambe, Org. Lett. 2010, 12, 3744-3747.
- (2010) Org. Lett. , vol.12 , pp. 3744-3747
- Minami, Y.¹ Kuniyasu, H.² Sanagawa, A.³ Kambe, N.⁴

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.