SCOPUS 정보 검색 플랫폼

Volumn 46, Issue 18, 2010, Pages 3173-3175

Highly selective conversion of nitrobenzenes using a simple reducing system combined with a trivalent indium salt and a hydrosilane

(5) Sakai, Norio a Fujii, Kohji a Nabeshima, Shinya a Ikeda, Reiko a Konakahara, Takeo a

a TOKYO UNIVERSITY OF SCIENCE (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ANILINE DERIVATIVE; AROMATIC NITRO COMPOUND; AZOBENZENE DERIVATIVE; BENZENE DERIVATIVE; HYDRAZINE DERIVATIVE; HYDROSILANE; INDIUM SALT; NITROBENZENE DERIVATIVE; SILANE DERIVATIVE; SODIUM CHLORIDE; UNCLASSIFIED DRUG;

ARTICLE; BIOTRANSFORMATION; CHEMICAL REACTION; CROSS COUPLING REACTION; OXIDATION; REDUCTION; SOLUBILITY; SOLVENT EFFECT; STEREOCHEMISTRY;

EID: 77951793300 PISSN: 13597345 EISSN: None Source Type: Journal
DOI: 10.1039/c000383b Document Type: Article

Times cited : (109)

References (60)

1
- 70350560916
- F. Hamon F. Djedaini-Pilard F. Barbot C. Len Tetrahedron 2009 65 10105
- (2009) Tetrahedron , vol.65 , pp. 10105
- Hamon, F.¹ Djedaini-Pilard, F.² Barbot, F.³ Len, C.⁴

2
- 33746871796
- E. R. Burkhardt K. Matos Chem. Rev. 2006 106 2617
- (2006) Chem. Rev. , vol.106 , pp. 2617
- Burkhardt, E.R.¹ Matos, K.²

3
- 0037039022
- J. P. Adams J. Chem. Soc., Perkin Trans. 1 2002 2586
- (2002) J. Chem. Soc., Perkin Trans. 1 , pp. 2586
- Adams, J.P.¹

4
- 0001011833
- A. M. Tafesh J. Weiguny Chem. Rev. 1996 96 2035
- (1996) Chem. Rev. , vol.96 , pp. 2035
- Tafesh, A.M.¹ Weiguny, J.²

5
- 33845182895
- For selected papers of reductive conversion into an aniline;
- G. S. Kumar D. C. Neckers Chem. Rev. 1989 89 1915
- (1989) Chem. Rev. , vol.89 , pp. 1915
- Kumar, G.S.¹ Neckers, D.C.²

6
- 73249151525
- L. He L.-C. Wang H. Sun J. Ni Y. Cao H.-Y. He K.-N. Fan Angew. Chem., Int. Ed. 2009 48 9538
- (2009) Angew. Chem., Int. Ed. , vol.48 , pp. 9538
- He, L.¹ Wang, L.-C.² Sun, H.³ Ni, J.⁴ Cao, Y.⁵ He, H.-Y.⁶ Fan, K.-N.⁷

7
- 70749138731
- Y. Yamane X. Liu A. Hamasaki T. Ishida M. Haruta T. Yokoyama M. Tokunaga Org. Lett. 2009 11 5162
- (2009) Org. Lett. , vol.11 , pp. 5162
- Yamane, Y.¹ Liu, X.² Hamasaki, A.³ Ishida, T.⁴ Haruta, M.⁵ Yokoyama, T.⁶ Tokunaga, M.⁷

8
- 44449142058
- M. Takasaki Y. Motoyama K. Higashi S.-H. Yoon I. Mochida H. Nagashima Org. Lett. 2008 10 1601
- (2008) Org. Lett. , vol.10 , pp. 1601
- Takasaki, M.¹ Motoyama, Y.² Higashi, K.³ Yoon, S.-H.⁴ Mochida, I.⁵ Nagashima, H.⁶

9
- 51549098161
- A. Saha B. Ranu J. Org. Chem. 2008 73 6867
- (2008) J. Org. Chem. , vol.73 , pp. 6867
- Saha, A.¹ Ranu, B.²

10
- 0035830562
- C. Yu B. Liu L. Hu J. Org. Chem. 2001 66 919
- (2001) J. Org. Chem. , vol.66 , pp. 919
- Yu, C.¹ Liu, B.² Hu, L.³

11
- 0002868261
- C. J. Moody M. R. Pitts Synlett 1998 1028
- (1998) Synlett , pp. 1028
- Moody, C.J.¹ Pitts, M.R.²

12
- 0025333932
- P. Sarmah N. C. Barua Tetrahedron Lett. 1990 31 4065
- (1990) Tetrahedron Lett. , vol.31 , pp. 4065
- Sarmah, P.¹ Barua, N.C.²

13
- 32244443746
- J. R. Hwu F. F. Wong M. J. Shiao J. Org. Chem. 1992 57 5254
- (1992) J. Org. Chem. , vol.57 , pp. 5254
- Hwu, J.R.¹ Wong, F.F.² Shiao, M.J.³

14
- 4143104124
- K. F. Liou C. H. Cheng J. Org. Chem. 1982 47 3018
- (1982) J. Org. Chem. , vol.47 , pp. 3018
- Liou, K.F.¹ Cheng, C.H.²

15
- 0000873801
- For selected papers of reductive conversion into an azoxybenzene;
- Y. Watanabe T.-A. Mitsudo M. Yamashita Y. Takegami Bull. Chem. Soc. Jpn. 1975 48 1478
- (1975) Bull. Chem. Soc. Jpn. , vol.48 , pp. 1478
- Watanabe, Y.¹ Mitsudo, T.-A.² Yamashita, M.³ Takegami, Y.⁴

16
- 65549122173
- F. A. Khan C. Sudheer Tetrahedron Lett. 2009 50 3394
- (2009) Tetrahedron Lett. , vol.50 , pp. 3394
- Khan, F.A.¹ Sudheer, C.²

17
- 33744516088
- Y. Lu J. Liu G. Diffee D. Liu B. Liu Tetrahedron Lett. 2006 47 4597
- (2006) Tetrahedron Lett. , vol.47 , pp. 4597
- Lu, Y.¹ Liu, J.² Diffee, G.³ Liu, D.⁴ Liu, B.⁵

18
- 23044439843
- J. R. Hwu A. R. Das C. W. Yang J.-J. Huang M.-H. Hsu Org. Lett. 2005 7 3211
- (2005) Org. Lett. , vol.7 , pp. 3211
- Hwu, J.R.¹ Das, A.R.² Yang, C.W.³ Huang, J.-J.⁴ Hsu, M.-H.⁵

19
- 0037111714
- S. Wada M. Urano H. Suzuki J. Org. Chem. 2002 67 8254
- (2002) J. Org. Chem. , vol.67 , pp. 8254
- Wada, S.¹ Urano, M.² Suzuki, H.³

20
- 49349138419
- J. A. Gladysz J. G. Fulcher S. Togashi Tetrahedron Lett. 1977 18 521
- (1977) Tetrahedron Lett. , vol.18 , pp. 521
- Gladysz, J.A.¹ Fulcher, J.G.² Togashi, S.³

21
- 0000864980
- H. J. Shine H. E. Mallory J. Org. Chem. 1962 27 2390
- (1962) J. Org. Chem. , vol.27 , pp. 2390
- Shine, H.J.¹ Mallory, H.E.²

22
- 0001697483
- For selected papers of reductive conversion into an azobenzene:
- H. W. Galbraith E. F. Degering E. F. Hitch J. Am. Chem. Soc. 1951 73 1323
- (1951) J. Am. Chem. Soc. , vol.73 , pp. 1323
- Galbraith, H.W.¹ Degering, E.F.² Hitch, E.F.³

23
- 0038596277
- J. M. Khurana A. Ray Bull. Chem. Soc. Jpn. 1996 69 407
- (1996) Bull. Chem. Soc. Jpn. , vol.69 , pp. 407
- Khurana, J.M.¹ Ray, A.²

24
- 0344957002
- T. F. Chung Y. M. Wu C. H. Cheng J. Org. Chem. 1984 49 1215
- (1984) J. Org. Chem. , vol.49 , pp. 1215
- Chung, T.F.¹ Wu, Y.M.² Cheng, C.H.³

25
- 49249146685
- A. C. Knipe S. J. McGuinness W. E. Watts J. Organomet. Chem. 1979 172 463
- (1979) J. Organomet. Chem. , vol.172 , pp. 463
- Knipe, A.C.¹ McGuinness, S.J.² Watts, W.E.³

26
- 49349124323
- H. Alper H.-N. Paik J. Organomet. Chem. 1978 144 C18
- (1978) J. Organomet. Chem. , vol.144 , pp. 18
- Alper, H.¹ Paik, H.-N.²

27
- 33744781243
- V. Kalyanaraman M. V. George J. Org. Chem. 1973 38 507
- (1973) J. Org. Chem. , vol.38 , pp. 507
- Kalyanaraman, V.¹ George, M.V.²

28
- 0000030397
- R. O. Hutchins D. W. Lamson L. Rua C. Milewski B. Maryanoff J. Org. Chem. 1971 36 803
- (1971) J. Org. Chem. , vol.36 , pp. 803
- Hutchins, R.O.¹ Lamson, D.W.² Rua, L.³ Milewski, C.⁴ Maryanoff, B.⁵

29
- 37049138375
- J. F. Corbett Chem. Commun. 1968 1257b
- (1968) Chem. Commun.
- Corbett, J.F.¹

30
- 64649099965
- Y. Motoyama K. Kamo H. Nagashima Org. Lett. 2009 11 1345
- (2009) Org. Lett. , vol.11 , pp. 1345
- Motoyama, Y.¹ Kamo, K.² Nagashima, H.³

31
- 33846413209
- G. S. Vanier Synlett 2007 131
- (2007) Synlett , pp. 131
- Vanier, G.S.¹

32
- 34948885259
- A. Corma P. Concepcíon P. Serna Angew. Chem., Int. Ed. 2007 46 7266
- (2007) Angew. Chem., Int. Ed. , vol.46 , pp. 7266
- Corma, A.¹ Concepcíon, P.² Serna, P.³

33
- 30344445698
- A. Akao K. Sato N. Nonoyama T. Mase N. Yasuda Tetrahedron Lett. 2006 47 969
- (2006) Tetrahedron Lett. , vol.47 , pp. 969
- Akao, A.¹ Sato, K.² Nonoyama, N.³ Mase, T.⁴ Yasuda, N.⁵

34
- 0001256322
- J. F. Knifton J. Org. Chem. 1976 41 1200
- (1976) J. Org. Chem. , vol.41 , pp. 1200
- Knifton, J.F.¹

35
- 0010955284
- C. Grundmann W. Ruske Chem. Ber. 1953 86 939
- (1953) Chem. Ber. , vol.86 , pp. 939
- Grundmann, C.¹ Ruske, W.²

36
- 33947446571
- C. F. Winans J. Am. Chem. Soc. 1939 61 3564
- (1939) J. Am. Chem. Soc. , vol.61 , pp. 3564
- Winans, C.F.¹

37
- 0001148046
- H. Alper S. Amaratunga Tetrahedron Lett. 1980 21 2603
- (1980) Tetrahedron Lett. , vol.21 , pp. 2603
- Alper, H.¹ Amaratunga, S.²

38
- 0345465315
- A. F. M. Iqbal Tetrahedron Lett. 1971 12 3385
- (1971) Tetrahedron Lett. , vol.12 , pp. 3385
- Iqbal, A.F.M.¹

39
- 77951778807
- H. H. Byung G. J. Dong Tetrahedron Lett. 1990 31 1181
- (1990) Tetrahedron Lett. , vol.31 , pp. 1181
- Byung, H.H.¹ Dong, G.J.²

40
- 33845374129
- D. H. Lloyd D. E. Nichols J. Org. Chem. 1986 51 4294
- (1986) J. Org. Chem. , vol.51 , pp. 4294
- Lloyd, D.H.¹ Nichols, D.E.²

41
- 0000651719
- D. Balcom A. Furst J. Am. Chem. Soc. 1953 75 4334
- (1953) J. Am. Chem. Soc. , vol.75 , pp. 4334
- Balcom, D.¹ Furst, A.²

42
- 62749110785
- A. R. Jagdale R. S. Reddy A. Sudalai Org. Lett. 2009 11 803
- (2009) Org. Lett. , vol.11 , pp. 803
- Jagdale, A.R.¹ Reddy, R.S.² Sudalai, A.³

43
- 0035825063
- H. S. Wilkinson G. J. Tanoury S. A. Wald C. H. Senanayake Tetrahedron Lett. 2001 42 167
- (2001) Tetrahedron Lett. , vol.42 , pp. 167
- Wilkinson, H.S.¹ Tanoury, G.J.² Wald, S.A.³ Senanayake, C.H.⁴

44
- 0000271946
- T. Satoh S. Suzuki Y. Suzuki Y. Miyaji Z. Imai Tetrahedron Lett. 1969 10 4555
- (1969) Tetrahedron Lett. , vol.10 , pp. 4555
- Satoh, T.¹ Suzuki, S.² Suzuki, Y.³ Miyaji, Y.⁴ Imai, Z.⁵

45
- 0023889587
- M. E. Krolski A. F. Renaldo D. E. Rudisill J. K. Stille J. Org. Chem. 1988 53 1170
- (1988) J. Org. Chem. , vol.53 , pp. 1170
- Krolski, M.E.¹ Renaldo, A.F.² Rudisill, D.E.³ Stille, J.K.⁴

46
- 58149215579
- A. Grirrane A. Corma H. Garcia Science 2008 322 1661
- (2008) Science , vol.322 , pp. 1661
- Grirrane, A.¹ Corma, A.² Garcia, H.³

47
- 33846908083
- K. Miura M. Tomita Y. Yamada A. Hosomi J. Org. Chem. 2007 72 787
- (2007) J. Org. Chem. , vol.72 , pp. 787
- Miura, K.¹ Tomita, M.² Yamada, Y.³ Hosomi, A.⁴

48
- 4544247135
- K. Miura Y. Yamada M. Tomita A. Hosomi Synlett 2004 1985
- (2004) Synlett , vol.1985
- Miura, K.¹ Yamada, Y.² Tomita, M.³ Hosomi, A.⁴

49
- 0035900366
- M. Yasuda Y. Onishi M. Ueba T. Miyai A. Baba J. Org. Chem. 2001 66 7741
- (2001) J. Org. Chem. , vol.66 , pp. 7741
- Yasuda, M.¹ Onishi, Y.² Ueba, M.³ Miyai, T.⁴ Baba, A.⁵

50
- 0032911429
- T. Miyai M. Ueba A. Baba Synlett 1999 182
- (1999) Synlett , pp. 182
- Miyai, T.¹ Ueba, M.² Baba, A.³

51
- 68349103286
- N. Sakai K. Moritaka T. Konakahara Eur. J. Org. Chem. 2009 4123
- (2009) Eur. J. Org. Chem. , pp. 4123
- Sakai, N.¹ Moritaka, K.² Konakahara, T.³

52
- 56249113782
- N. Sakai T. Moriya K. Fujii T. Konakahara Synthesis 2008 3533
- (2008) Synthesis , pp. 3533
- Sakai, N.¹ Moriya, T.² Fujii, K.³ Konakahara, T.⁴

53
- 53549134231
- N. Sakai K. Fujii T. Konakahara Tetrahedron Lett. 2008 49 6873
- (2008) Tetrahedron Lett. , vol.49 , pp. 6873
- Sakai, N.¹ Fujii, K.² Konakahara, T.³

54
- 34547111261
- For papers on the selective reduction of a nitro group into an amino group using a reducing system combined with a transition metal and a hydrosilane;
- N. Sakai T. Moriya T. Konakahara J. Org. Chem. 2007 72 5920
- (2007) J. Org. Chem. , vol.72 , pp. 5920
- Sakai, N.¹ Moriya, T.² Konakahara, T.³

55
- 73249147403
- Y. Sunada H. Kawakami T. Imaoka Y. Motoyama H. Nagashima Angew. Chem., Int. Ed. 2009 48 9511
- (2009) Angew. Chem., Int. Ed. , vol.48 , pp. 9511
- Sunada, Y.¹ Kawakami, H.² Imaoka, T.³ Motoyama, Y.⁴ Nagashima, H.⁵

56
- 27644596403
- R. J. Rahaim Jr R. E. Maleczka Jr Org. Lett. 2005 7 5087
- (2005) Org. Lett. , vol.7 , pp. 5087
- Rahaim Jr, R.J.¹ Maleczka Jr, R.E.²

57
- 34548186227
- and references cited therein Solubility of the substrate may improve the reactivity, resulting in a decrease in the amount of a hydrosilane In this system, the nitro compounds containing a OH or SH group did not produce a complex mixture Addition of 5 wt% of MeOH also showed a similar effect. However, addition of MS4A was ineffective for the reaction For a selected review using a polysiloxane as a reducing reagent;
- M. Mihara T. Nakai T. Iwai T. Ito T. Mizuno Synlett 2007 2124
- (2007) Synlett , pp. 2124
- Mihara, M.¹ Nakai, T.² Iwai, T.³ Ito, T.⁴ Mizuno, T.⁵

58
- 33746857820
- Aniline was isolated from the reaction mixture as the corresponding acetamide derivative
- N. J. Lawrence M. D. Drew S. M. Bushell J. Chem. Soc., Perkin Trans. 1 1999 3381
- (1999) J. Chem. Soc., Perkin Trans. 1 , pp. 3381
- Lawrence, N.J.¹ Drew, M.D.² Bushell, S.M.³

59
- 0033603371
- M. H. Davey V. Y. Lee R. D. Miller T. J. Marks J. Org. Chem. 1999 64 4976
- (1999) J. Org. Chem. , vol.64 , pp. 4976
- Davey, M.H.¹ Lee, V.Y.² Miller, R.D.³ Marks, T.J.⁴

60
- 0033520235
- S. B. Park R. F. Standaert Tetrahedron Lett. 1999 40 6557
- (1999) Tetrahedron Lett. , vol.40 , pp. 6557
- Park, S.B.¹ Standaert, R.F.²

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.