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Chemistry - A European Journal

Volumn 18, Issue 35, 2012, Pages 11107-11114

Regioselective hydration of alkynes by iron(III) Lewis/Brønsted catalysis

(3) Cabrero Antonino, Jose R b Leyva Pérez, Antonio b Corma, Avelino a

a CSIC (Spain)

b NONE

Author keywords

alkynes; anions; hydration; iron; ketones; regioselectivity

Indexed keywords

ALKYNES; CATALYTIC SYSTEM; HIGH YIELD; INTERNAL ALKYNES; KINETIC STUDY; LEWIS ACIDITY; METAL SALT; PROOF OF CONCEPT; REACTION CONDITIONS; REGIO-SELECTIVE; SYNTHETIC ROUTES;

CATALYSIS; HYDRATION; IRON; IRON COMPOUNDS; KETONES; NEGATIVE IONS; REGIOSELECTIVITY;

ACETYLENE;

EID: 84865209341 PISSN: 09476539 EISSN: 15213765 Source Type: Journal
DOI: 10.1002/chem.201200580 Document Type: Article

Times cited : (81)

References (60)

1
- 34247586308
- For a recent comprehensive review on hydration of alkynes, see
- For a recent comprehensive review on hydration of alkynes, see:, L. Hintermann, A. Labonne, Synthesis 2007, 1121.
- (2007) Synthesis , pp. 1121
- Hintermann, L.¹ Labonne, A.²

2
- 79952677038
- A. Corma, A. Leyva-Pérez, M. J. Sabater, Chem. Rev. 2011, 111, 1657
- (2011) Chem. Rev. , vol.111 , pp. 1657
- Corma, A.¹ Leyva-Pérez, A.² Sabater, M.J.³

3
- 4444376920
- F. Alonso, I. P. Beletskaya, M. Yus, Chem. Rev. 2004, 104, 3079.
- (2004) Chem. Rev. , vol.104 , pp. 3079
- Alonso, F.¹ Beletskaya, I.P.² Yus, M.³

4
- 33845891719
- D. B. Killian, G. F. Hennion, J. A. Nieuwland, J. Am. Chem. Soc. 1936, 58, 80
- (1936) J. Am. Chem. Soc. , vol.58 , pp. 80
- Killian, D.B.¹ Hennion, G.F.² Nieuwland, J.A.³

5
- 33947339777
- D. B. Killian, G. F. Hennion, J. A. Nieuwland, J. Am. Chem. Soc. 1934, 56, 1786
- (1934) J. Am. Chem. Soc. , vol.56 , pp. 1786
- Killian, D.B.¹ Hennion, G.F.² Nieuwland, J.A.³

6
- 0345408773
- G. F. Hennion, D. B. Killian, T. H. Vaughn, J. A. Nieuwland, J. Am. Chem. Soc. 1934, 56, 1130
- (1934) J. Am. Chem. Soc. , vol.56 , pp. 1130
- Hennion, G.F.¹ Killian, D.B.² Vaughn, T.H.³ Nieuwland, J.A.⁴

7
- 33947348184
- J. A. Nieuwland, R. R. Vogt, W. L. Foohey, J. Am. Chem. Soc. 1930, 52, 1018
- (1930) J. Am. Chem. Soc. , vol.52 , pp. 1018
- Nieuwland, J.A.¹ Vogt, R.R.² Foohey, W.L.³

8
- 84979188604
- M. G. Kutscheroff, Ber. Dtsch. Chem. Ges. 1909, 42, 2759
- (1909) Ber. Dtsch. Chem. Ges. , vol.42 , pp. 2759
- Kutscheroff, M.G.¹

9
- 78649491572
- M. Kutscheroff, Ber. Dtsch. Chem. Ges. 1884, 17, 13.
- (1884) Ber. Dtsch. Chem. Ges. , vol.17 , pp. 13
- Kutscheroff, M.¹

10
- 0020850942
- K. Utimoto, Pure Appl. Chem. 1983, 55, 1845
- (1983) Pure Appl. Chem. , vol.55 , pp. 1845
- Utimoto, K.¹

11
- 0000430183
- For a very recent silver-catalyzed example, see
- W. Hiscox, P. W. Jennings, Organometallics 1990, 9, 1997; For a very recent silver-catalyzed example, see
- (1990) Organometallics , vol.9 , pp. 1997
- Hiscox, W.¹ Jennings, P.W.²

12
- 82955165745
- M. B. T. Thuong, A. Mann, A. Wagner, Chem. Commun. 2012, 48, 434.
- (2012) Chem. Commun. , vol.48 , pp. 434
- Thuong, M.B.T.¹ Mann, A.² Wagner, A.³

13
- 77954797371
- A. Corma, V. R. Ruiz, A. Leyva-Pérez, M. J. Sabater, Adv. Synth. Catal. 2010, 352, 1701
- (2010) Adv. Synth. Catal. , vol.352 , pp. 1701
- Corma, A.¹ Ruiz, V.R.² Leyva-Pérez, A.³ Sabater, M.J.⁴

14
- 67749091068
- N. Marion, R. S. Ramõn, S. P. Nolan, J. Am. Chem. Soc. 2009, 131, 448
- (2009) J. Am. Chem. Soc. , vol.131 , pp. 448
- Marion, N.¹ Ramõn, R.S.² Nolan, S.P.³

15
- 64249087771
- A. Leyva, A. Corma, J. Org. Chem. 2009, 74, 2067
- (2009) J. Org. Chem. , vol.74 , pp. 2067
- Leyva, A.¹ Corma, A.²

16
- 46649107683
- L. L. Santos, V. R. Ruiz, M. J. Sabater, A. Corma, Tetrahedron 2008, 64, 7902-7909
- (2008) Tetrahedron , vol.64 , pp. 7902-7909
- Santos, L.L.¹ Ruiz, V.R.² Sabater, M.J.³ Corma, A.⁴

17
- 1242272793
- P. Roembke, H. Schmidbaur, S. Cronje, H. Raubenheimer, J. Mol. Catal. A: Chem 2004, 212, 35
- (2004) J. Mol. Catal. A: Chem , vol.212 , pp. 35
- Roembke, P.¹ Schmidbaur, H.² Cronje, S.³ Raubenheimer, H.⁴

18
- 0141843582
- R. Casado, M. Contel, M. Laguna, P. Romero, S. Sanz, J. Am. Chem. Soc. 2003, 125, 11925
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 11925
- Casado, R.¹ Contel, M.² Laguna, M.³ Romero, P.⁴ Sanz, S.⁵

19
- 0038785249
- E. Mizushima, K. Sato, T. Hayashi, M. Tanaka, Angew. Chem. 2002, 114, 4745
- (2002) Angew. Chem. , vol.114 , pp. 4745
- Mizushima, E.¹ Sato, K.² Hayashi, T.³ Tanaka, M.⁴

20
- 0041345498
- Angew. Chem. Int. Ed. 2002, 41, 4563
- (2002) Angew. Chem. Int. Ed. , vol.41 , pp. 4563

21
- 0001459366
- J. H. Teles, S. Brode, M. Chabanas, Angew. Chem. 1998, 110, 1475
- (1998) Angew. Chem. , vol.110 , pp. 1475
- Teles, J.H.¹ Brode, S.² Chabanas, M.³

22
- 0032486218
- Angew. Chem. Int. Ed. 1998, 37, 1415
- (1998) Angew. Chem. Int. Ed. , vol.37 , pp. 1415

23
- 33751500525
- Y. Fukuda, K. Utimoto, J. Org. Chem. 1991, 56, 3729.
- (1991) J. Org. Chem. , vol.56 , pp. 3729
- Fukuda, Y.¹ Utimoto, K.²

24
- 79957720795
- F. Boeck, T. Kribber, L. Xiao, L. Hintermann, J. Am. Chem. Soc. 2011, 133, 8138
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 8138
- Boeck, F.¹ Kribber, T.² Xiao, L.³ Hintermann, L.⁴

25
- 33846318531
- A. L. Labonne, T. Kribber, L. Hintermann, Org. Lett. 2006, 8, 5853
- (2006) Org. Lett. , vol.8 , pp. 5853
- Labonne, A.L.¹ Kribber, T.² Hintermann, L.³

26
- 33846660799
- F. Chevallier, B. Breit, Angew. Chem. 2006, 118, 1629
- (2006) Angew. Chem. , vol.118 , pp. 1629
- Chevallier, F.¹ Breit, B.²

27
- 33746303551
- Angew. Chem. Int. Ed. 2006, 45, 1599
- (2006) Angew. Chem. Int. Ed. , vol.45 , pp. 1599

28
- 4644234793
- D. B. Grotjahn, D. A. Lev, J. Am. Chem. Soc. 2004, 126, 12232
- (2004) J. Am. Chem. Soc. , vol.126 , pp. 12232
- Grotjahn, D.B.¹ Lev, D.A.²

29
- 0035814331
- M. Tokunaga, T. Suzuki, N. Koga, T. Fukushima, A. Horiuchi, Y. Wakatsuki, J. Am. Chem. Soc. 2001, 123, 11917
- (2001) J. Am. Chem. Soc. , vol.123 , pp. 11917
- Tokunaga, M.¹ Suzuki, T.² Koga, N.³ Fukushima, T.⁴ Horiuchi, A.⁵ Wakatsuki, Y.⁶

30
- 0000898956
- T. Suzuki, M. Tokunaga, Y. Wakatsuki, Org. Lett. 2001, 3, 735
- (2001) Org. Lett. , vol.3 , pp. 735
- Suzuki, T.¹ Tokunaga, M.² Wakatsuki, Y.³

31
- 2242474900
- D. B. Grotjahn, C. D. Incarvito, A. L. Rheingold, Angew. Chem. 2001, 113, 4002
- (2001) Angew. Chem. , vol.113 , pp. 4002
- Grotjahn, D.B.¹ Incarvito, C.D.² Rheingold, A.L.³

32
- 0035887221
- Angew. Chem. Int. Ed. 2001, 40, 3884
- (2001) Angew. Chem. Int. Ed. , vol.40 , pp. 3884

33
- 0035955796
- P. Alvarez, M. Bassetti, J. Gimeno, G. Mancini, Tetrahedron Lett. 2001, 42, 8467
- (2001) Tetrahedron Lett. , vol.42 , pp. 8467
- Alvarez, P.¹ Bassetti, M.² Gimeno, J.³ Mancini, G.⁴

34
- 0000298685
- M. Tokunaga, Y. Wakatsuki, Angew. Chem. 1998, 110, 3024
- (1998) Angew. Chem. , vol.110 , pp. 3024
- Tokunaga, M.¹ Wakatsuki, Y.²

35
- 0032476815
- Angew. Chem. Int. Ed. 1998, 37, 2867
- (1998) Angew. Chem. Int. Ed. , vol.37 , pp. 2867

36
- 1542709800
- C. Bruneau, P. H. Dixneuf, Chem. Commun. 1997, 507.
- (1997) Chem. Commun. , pp. 507
- Bruneau, C.¹ Dixneuf, P.H.²

37
- 0003535761
- Ullmann's Encyclopedia of Industrial Chemistry, 7th, 2006
- (2006) Ullmann's Encyclopedia of Industrial Chemistry, 7th

38
- 84858055677
- J. R. Cabrero-Antonino, A. Leyva-Pérez, A. Corma, Adv. Synth. Catal. 2012, 354, 678.
- (2012) Adv. Synth. Catal. , vol.354 , pp. 678
- Cabrero-Antonino, J.R.¹ Leyva-Pérez, A.² Corma, A.³

39
- 52649092925
- L. Coulombel, F. Grau, M. WeAwer, I. Favier, X. Chaminade, A. Heumann, J. C. Bayõn, P. A. Aguirre, E. Duñach, Chem. Biodiversity 2008, 5, 1070.
- (2008) Chem. Biodiversity , vol.5 , pp. 1070
- Coulombel, L.¹ Grau, F.² Weawer, M.³ Favier, I.⁴ Chaminade, X.⁵ Heumann, A.⁶ Bayõn, J.C.⁷ Aguirre, P.A.⁸ Duñach, E.⁹

40
- 77954769179
- J. R. Cabrero-Antonino, A. Leyva-Pérez, A. Corma, Adv. Synth. Catal. 2010, 352, 1571
- (2010) Adv. Synth. Catal. , vol.352 , pp. 1571
- Cabrero-Antonino, J.R.¹ Leyva-Pérez, A.² Corma, A.³

41
- 77950860429
- K. Kohno, K. Nakagawa, T. Yahagi, J.-C. Choi, H. Yasuda, T. Sakakura, J. Am. Chem. Soc. 2009, 131, 2784
- (2009) J. Am. Chem. Soc. , vol.131 , pp. 2784
- Kohno, K.¹ Nakagawa, K.² Yahagi, T.³ Choi, J.-C.⁴ Yasuda, H.⁵ Sakakura, T.⁶

42
- 44349129755
- A. Correa, O. Garcia Mancheno, C. Bolm, Chem. Soc. Rev. 2008, 37, 1108
- (2008) Chem. Soc. Rev. , vol.37 , pp. 1108
- Correa, A.¹ Garcia Mancheno, O.² Bolm, C.³

43
- 54849171100
- S. Enthaler, K. Junge, M. Beller, Angew. Chem. 2008, 120, 3363
- (2008) Angew. Chem. , vol.120 , pp. 3363
- Enthaler, S.¹ Junge, K.² Beller, M.³

44
- 50049109778
- Angew. Chem. Int. Ed. 2008, 47, 3317
- (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 3317

45
- 11144323895
- C. Bolm, J. Legros, J. Le Paih, L. Zani, Chem. Rev. 2004, 104, 6217.
- (2004) Chem. Rev. , vol.104 , pp. 6217
- Bolm, C.¹ Legros, J.² Le Paih, J.³ Zani, L.⁴

46
- 78349296042
- S. Antoniotti, V. Dalla, E. Duñach, Angew. Chem. Int. Ed. 2010, 49, 7860
- (2010) Angew. Chem. Int. Ed. , vol.49 , pp. 7860
- Antoniotti, S.¹ Dalla, V.² Duñach, E.³

47
- 33748270464
- Y. Nakamura, T. Maki, X. Wang, K. Ishihara, H. Yamamoto, Adv. Synth. Catal. 2006, 348, 1505
- (2006) Adv. Synth. Catal. , vol.348 , pp. 1505
- Nakamura, Y.¹ Maki, T.² Wang, X.³ Ishihara, K.⁴ Yamamoto, H.⁵

48
- 0037037846
- B. Mathieu, L. Ghosez, Tetrahedron 2002, 58, 8219
- (2002) Tetrahedron , vol.58 , pp. 8219
- Mathieu, B.¹ Ghosez, L.²

49
- 0003132140
- J. Nie, H. Kobayashi, T. Sonoda, Catal. Today 1997, 36, 81.
- (1997) Catal. Today , vol.36 , pp. 81
- Nie, J.¹ Kobayashi, H.² Sonoda, T.³

50
- 60849134294
- X.-F. Wu, D. Bezier, C. Darcel, Adv. Synth. Catal. 2009, 351, 367
- (2009) Adv. Synth. Catal. , vol.351 , pp. 367
- Wu, X.-F.¹ Bezier, D.² Darcel, C.³

51
- 11844295372
- P. O. Miranda, D. D. Díaz, J. I. Padrõn, M. A. Ramírez, V. S. Martín, J. Org. Chem. 2005, 70, 57
- (2005) J. Org. Chem. , vol.70 , pp. 57
- Miranda, P.O.¹ Díaz, D.D.² Padrõn, J.I.³ Ramírez, M.A.⁴ Martín, V.S.⁵

52
- 0030595244
- J. P. Damiano, M. L. Postel, J. Organomet. Chem. 1996, 522, 303.
- (1996) J. Organomet. Chem. , vol.522 , pp. 303
- Damiano, J.P.¹ Postel, M.L.²

53
- 13844254448
- T. Nagano, T. Hayashi, Org. Lett. 2005, 7, 491
- (2005) Org. Lett. , vol.7 , pp. 491
- Nagano, T.¹ Hayashi, T.²

54
- 19544373479
- G. R. Cahiez, C. Chaboche, F. Mahuteau-Betzer, M. Ahr, Org. Lett. 2005, 7, 1943.
- (2005) Org. Lett. , vol.7 , pp. 1943
- Cahiez, G.R.¹ Chaboche, C.² Mahuteau-Betzer, F.³ Ahr, M.⁴

55
- 0034535887
- T. Tsuchimoto, T. Joya, E. Shirakawa, Y. Kawakami, Synlett 2000, 1777.
- (2000) Synlett , pp. 1777
- Tsuchimoto, T.¹ Joya, T.² Shirakawa, E.³ Kawakami, Y.⁴

56
- 77952138600
- C. B. Rao, D. C. Rao, D. C. Babu, Y. Venkateswarlu, Eur. J. Org. Chem. 2010, 2855
- (2010) Eur. J. Org. Chem. , pp. 2855
- Rao, C.B.¹ Rao, D.C.² Babu, D.C.³ Venkateswarlu, Y.⁴

57
- 77952199786
- S. Biswas, S. Maiti, U. Jana, Eur. J. Org. Chem. 2010, 2861.
- (2010) Eur. J. Org. Chem. , pp. 2861
- Biswas, S.¹ Maiti, S.² Jana, U.³

58
- 0016592908
- C. S. Kook, M. F. Reed, G. A. Digenis, J. Med. Chem. 1975, 18, 533.
- (1975) J. Med. Chem. , vol.18 , pp. 533
- Kook, C.S.¹ Reed, M.F.² Digenis, G.A.³

59
- 33749000858
- D. C. Rosenfeld, S. Shekhar, A. Takemiya, M. Utsunomiya, J. F. Hartwig, Org. Lett. 2006, 8, 4179
- (2006) Org. Lett. , vol.8 , pp. 4179
- Rosenfeld, D.C.¹ Shekhar, S.² Takemiya, A.³ Utsunomiya, M.⁴ Hartwig, J.F.⁵

60
- 81055147777
- T. T. Dang, F. Boeck, L. Hintermann, J. Org. Chem. 2011, 76, 9353.
- (2011) J. Org. Chem. , vol.76 , pp. 9353
- Dang, T.T.¹ Boeck, F.² Hintermann, L.³

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