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Advanced Synthesis and Catalysis

Volumn 355, Issue 1, 2013, Pages 73-80

Green and scalable aldehyde-catalyzed transition metal-free dehydrative N-alkylation of amides and amines with alcohols

(4) Xu, Qing a Li, Qiang a Zhu, Xiaogang a Chen, Jianhui a

a WENZHOU UNIVERSITY (China)

Author keywords

alcohols; aldehyde catalysis; amides; amines; N alkylation; relay race mechanism; transition metal free conditions

Indexed keywords

EID: 84872192913 PISSN: 16154150 EISSN: 16154169 Source Type: Journal
DOI: 10.1002/adsc.201200881 Document Type: Article

Times cited : (99)

References (75)

1
- 0003980673
- Oxford University Press, Oxford (England), New York
- P. T. Anastas, J. C. Warner, Green Chemistry: Theory and Practice, Oxford University Press, Oxford (England), New York, 1998
- (1998) Green Chemistry: Theory and Practice
- Anastas, P.T.¹ Warner, J.C.²

2
- 78650992237
- K. Sanderson, Nature 2011, 469, 18.
- (2011) Nature , vol.469 , pp. 18
- Sanderson, K.¹

3
- 77955296274
- A. J. A. Watson, J. M. J. Williams, Science 2010, 329, 635
- (2010) Science , vol.329 , pp. 635
- Watson, A.J.A.¹ Williams, J.M.J.²

4
- 58449086007
- T. D. Nixon, M. K. Whittlesey, J. M. J. Williams, Dalton Trans. 2009, 753
- (2009) Dalton Trans. , pp. 753
- Nixon, T.D.¹ Whittlesey, M.K.² Williams, J.M.J.³

5
- 77349090405
- G. E. Dobereiner, R. H. Crabtree, Chem. Rev. 2010, 110, 681
- (2010) Chem. Rev. , vol.110 , pp. 681
- Dobereiner, G.E.¹ Crabtree, R.H.²

6
- 77949593456
- G. Guillena, D. J. Ramõn, M. Yus, Chem. Rev. 2010, 110, 1611
- (2010) Chem. Rev. , vol.110 , pp. 1611
- Guillena, G.¹ Ramõn, D.J.² Yus, M.³

7
- 15444377965
- K.-I. Fujita, R. Yamaguchi, Synlett 2005, 560
- (2005) Synlett , pp. 560
- Fujita, K.-I.¹ Yamaguchi, R.²

8
- 79952634872
- T. Suzuki, Chem. Rev. 2011, 111, 1825
- (2011) Chem. Rev. , vol.111 , pp. 1825
- Suzuki, T.¹

9
- 83755195563
- S. Bähn, S. Imm, L. Neubert, M. Zhang, H. Neumann, M. Beller, ChemCatChem 2011, 3, 1853.
- (2011) ChemCatChem , vol.3 , pp. 1853
- Bähn, S.¹ Imm, S.² Neubert, L.³ Zhang, M.⁴ Neumann, H.⁵ Beller, M.⁶

10
- 37049112388
- R. Grigg, T. R. B. Mitchell, S. Sutthivaiyakit, N. Tongpenyai, J. Chem. Soc. Chem. Commun. 1981, 611
- (1981) J. Chem. Soc. Chem. Commun. , pp. 611
- Grigg, R.¹ Mitchell, T.R.B.² Sutthivaiyakit, S.³ Tongpenyai, N.⁴

11
- 0001194811
- Y. Watanabe, Y. Tsuji, Y. Ohsugi, Tetrahedron Lett. 1981, 22, 2667
- (1981) Tetrahedron Lett. , vol.22 , pp. 2667
- Watanabe, Y.¹ Tsuji, Y.² Ohsugi, Y.³

12
- 0001015969
- S.-I. Maruhashi, K. Kondo, T. Hakata, Tetrahedron Lett. 1982, 23, 229.
- (1982) Tetrahedron Lett. , vol.23 , pp. 229
- Maruhashi, S.-I.¹ Kondo, K.² Hakata, T.³

13
- 64349108145
- M. H. S. A. Hamid, C. L. Allen, A. C. Maxwell, H. C. Maytum, A. J. A. Watson, J. M. J. Williams, J. Am. Chem. Soc. 2009, 131, 1766
- (2009) J. Am. Chem. Soc. , vol.131 , pp. 1766
- Hamid, M.H.S.A.¹ Allen, C.L.² Maxwell, A.C.³ Maytum, H.C.⁴ Watson, A.J.A.⁵ Williams, J.M.J.⁶

14
- 77949814122
- M. Zhu, K.-I. Fujita, R. Yamaguchi, Org. Lett. 2010, 12, 1336
- (2010) Org. Lett. , vol.12 , pp. 1336
- Zhu, M.¹ Fujita, K.-I.² Yamaguchi, R.³

15
- 79953227000
- A. J. A. Watson, A. C. Maxwell, J. M. J. Williams, J. Org. Chem. 2011, 76, 2328.
- (2011) J. Org. Chem. , vol.76 , pp. 2328
- Watson, A.J.A.¹ Maxwell, A.C.² Williams, J.M.J.³

16
- 71049165177
- A. Martínez-Asencio, D. J. Ramõn, M. Yus, Tetrahedron Lett. 2010, 51, 325; see also
- (2010) Tetrahedron Lett. , vol.51 , pp. 325
- Martínez-Asencio, A.¹ Ramõn, D.J.² Yus, M.³

17
- 79953694759
- A. Martínez-Asencio, D. J. Ramõn, M. Yus, Tetrahedron 2011, 67, 3140
- (2011) Tetrahedron , vol.67 , pp. 3140
- Martínez-Asencio, A.¹ Ramõn, D.J.² Yus, M.³

18
- 77649274246
- X. Cui, F. Shi, Y. Zhang, Y. Deng, Tetrahedron Lett. 2010, 51, 2048
- (2010) Tetrahedron Lett. , vol.51 , pp. 2048
- Cui, X.¹ Shi, F.² Zhang, Y.³ Deng, Y.⁴

19
- 79954434233
- F. Li, H. Shan, Q. Kang, L. Chen, Chem. Commun. 2011, 47, 5058.
- (2011) Chem. Commun. , vol.47 , pp. 5058
- Li, F.¹ Shan, H.² Kang, Q.³ Chen, L.⁴

20
- 77749248237
- F. Shi, M. K. Tse, X. Cui, D. Gördes, D. Michalik, K. Thurow, Y. Deng, M. Beller, Angew. Chem. 2009, 121, 6026
- (2009) Angew. Chem. , vol.121 , pp. 6026
- Shi, F.¹ Tse, M.K.² Cui, X.³ Gördes, D.⁴ Michalik, D.⁵ Thurow, K.⁶ Deng, Y.⁷ Beller, M.⁸

21
- 70349909987
- Angew. Chem. Int. Ed. 2009, 48, 5912; see also
- (2009) Angew. Chem. Int. Ed. , vol.48 , pp. 5912

22
- 72149117353
- X. Cui, F. Shi, M. K. Tse, D. Gördes, K. Thurow, M. Beller, Y. Deng, Adv. Synth. Catal. 2009, 351, 2949
- (2009) Adv. Synth. Catal. , vol.351 , pp. 2949
- Cui, X.¹ Shi, F.² Tse, M.K.³ Gördes, D.⁴ Thurow, K.⁵ Beller, M.⁶ Deng, Y.⁷

23
- 70450172324
- P. R. Likhar, R. Arundhathi, M. L. Kantam, P. S. Prathima, Eur. J. Org. Chem. 2009, 5383
- (2009) Eur. J. Org. Chem. , pp. 5383
- Likhar, P.R.¹ Arundhathi, R.² Kantam, M.L.³ Prathima, P.S.⁴

24
- 79955923751
- R. Kawahara, K.-I. Fujita, R. Yamaguchi, Adv. Synth. Catal. 2011, 353, 1161
- (2011) Adv. Synth. Catal. , vol.353 , pp. 1161
- Kawahara, R.¹ Fujita, K.-I.² Yamaguchi, R.³

25
- 80455162521
- A. Martínez-Asencio, M. Yus, D. J. Ramõn, Synthesis 2011, 3730
- (2011) Synthesis , pp. 3730
- Martínez-Asencio, A.¹ Yus, M.² Ramõn, D.J.³

26
- 79961062853
- H. Ohta, Y. Yuyama, Y. Uozumi, Y. M. A. Yamada, Org. Lett. 2011, 13, 3892.
- (2011) Org. Lett. , vol.13 , pp. 3892
- Ohta, H.¹ Yuyama, Y.² Uozumi, Y.³ Yamada, Y.M.A.⁴

27
- 67749139793
- F. Shi, M. K. Tse, S. Zhou, M. M. Pohl, J. Radnik, S. Hübner, K. Jähnisch, A. Brückner, M. Beller, J. Am. Chem. Soc. 2009, 131, 1775
- (2009) J. Am. Chem. Soc. , vol.131 , pp. 1775
- Shi, F.¹ Tse, M.K.² Zhou, S.³ Pohl, M.M.⁴ Radnik, J.⁵ Hübner, S.⁶ Jähnisch, K.⁷ Brückner, A.⁸ Beller, M.⁹

28
- 67449083081
- R. Martínez, D. J. Ramõn, M. Yus, Org. Biomol. Chem. 2009, 7, 2176
- (2009) Org. Biomol. Chem. , vol.7 , pp. 2176
- Martínez, R.¹ Ramõn, D.J.² Yus, M.³

29
- 77954566361
- C. Gonzalez-Arellano, K. Yoshida, R. Luque, P. L. Gai, Green Chem. 2010, 12, 1281
- (2010) Green Chem. , vol.12 , pp. 1281
- Gonzalez-Arellano, C.¹ Yoshida, K.² Luque, R.³ Gai, P.L.⁴

30
- 78650290525
- L. He, X.-B. Lou, J. Ni, Y.-M. Liu, Y. Cao, H.-Y. He, K.-N. Fan, Chem. Eur. J. 2010, 16, 13965
- (2010) Chem. Eur. J. , vol.16 , pp. 13965
- He, L.¹ Lou, X.-B.² Ni, J.³ Liu, Y.-M.⁴ Cao, Y.⁵ He, H.-Y.⁶ Fan, K.-N.⁷

31
- 78651436495
- X. Cui, Y. Zhang, F. Shi, Y. Deng, Chem. Eur. J. 2011, 17, 1021
- (2011) Chem. Eur. J. , vol.17 , pp. 1021
- Cui, X.¹ Zhang, Y.² Shi, F.³ Deng, Y.⁴

32
- 79960160492
- R. Cano, D. J. Ramõn, M. Yus, J. Org. Chem. 2011, 76, 5547
- (2011) J. Org. Chem. , vol.76 , pp. 5547
- Cano, R.¹ Ramõn, D.J.² Yus, M.³

33
- 81255167026
- W. He, L. Wang, C. Sun, K. Wu, S. He, J. Chen, P. Wu, Z. Yu, Chem. Eur. J. 2011, 17, 13308.
- (2011) Chem. Eur. J. , vol.17 , pp. 13308
- He, W.¹ Wang, L.² Sun, C.³ Wu, K.⁴ He, S.⁵ Chen, J.⁶ Wu, P.⁷ Yu, Z.⁸

34
- 0003526683
- Royal Society of Chemistry, Cambridge (U.K.)
- G. T. Brooks, T. R. Roberts, Pesticide Chemistry and Bioscience, Royal Society of Chemistry, Cambridge (U.K.), 1999
- (1999) Pesticide Chemistry and Bioscience
- Brooks, G.T.¹ Roberts, T.R.²

35
- 79956190154
- Wiley-VCH, Weinheim, Germany
- J. L. McGuire, Pharmaceuticals: Classes, Therapeutic Agents, Areas of Application, Wiley-VCH, Weinheim, Germany, 2000, Vols. 1-4
- (2000) Pharmaceuticals: Classes, Therapeutic Agents, Areas of Application , pp. 1-4
- McGuire, J.L.¹

36
- 33646947952
- R. Hili, A. K. Yudin, Nat. Chem. Biol. 2006, 2, 284
- (2006) Nat. Chem. Biol. , vol.2 , pp. 284
- Hili, R.¹ Yudin, A.K.²

37
- 4243241249
- E. D. Cox, J. M. Cook, Chem. Rev. 1995, 95, 1797
- (1995) Chem. Rev. , vol.95 , pp. 1797
- Cox, E.D.¹ Cook, J.M.²

38
- 0007193238
- J. M. Humphrey, A. R. Chamberlin, Chem. Rev. 1997, 97, 2243
- (1997) Chem. Rev. , vol.97 , pp. 2243
- Humphrey, J.M.¹ Chamberlin, A.R.²

39
- 0003780442
- Pergamon Press, Oxford, Chapter 7.1
- C. Hansch, P. G. Sammes, J. B. Taylor, Comprehensive Medicinal Chemistry, Pergamon Press, Oxford, 1990, Vol. 2, Chapter 7.1
- (1990) Comprehensive Medicinal Chemistry , pp. 2
- Hansch, C.¹ Sammes, P.G.² Taylor, J.B.³

40
- 0031894165
- E. E. Connor, Sulfonamide Antibiotics Prim. Care Update Ob. Gyn. 1998, 5, 32
- (1998) Sulfonamide Antibiotics Prim. Care Update Ob. Gyn. , vol.5 , pp. 32
- Connor, E.E.¹

41
- 0004211170
- Georg Thieme Verlag, Stuttgart
- A. Kleemann, J. Engel, B. Kutscher, D. Reichert, Pharmaceutical Substances, Synthesis Patents, Applications, Georg Thieme Verlag, Stuttgart, 1999
- (1999) Pharmaceutical Substances, Synthesis Patents, Applications
- Kleemann, A.¹ Engel, J.² Kutscher, B.³ Reichert, D.⁴

42
- 66249110335
- S.-Y. Park, P. Fung, N. Nishimura, D. R. Jensen, H. Fujii, Y. Zhao, S. Lumba, J. Santiago, A. Rodrigues, T. F. Chow, S. E. Alfred, D. Bonetta, R. Finkelstein, N. J. Provart, D. Desveaux, P. L. Rodriguez, P. McCourt, J.-K. Zhu, J. I. Schroeder, B. F. Volkman, S. R. Cutler, Science 2009, 324, 1068.
- (2009) Science , vol.324 , pp. 1068
- Park, S.-Y.¹ Fung, P.² Nishimura, N.³ Jensen, D.R.⁴ Fujii, H.⁵ Zhao, Y.⁶ Lumba, S.⁷ Santiago, J.⁸ Rodrigues, A.⁹ Chow, T.F.¹⁰ Alfred, S.E.¹¹ Bonetta, D.¹² Finkelstein, R.¹³ Provart, N.J.¹⁴ Desveaux, D.¹⁵ Rodriguez, P.L.¹⁶ McCourt, P.¹⁷ Zhu, J.-K.¹⁸ Schroeder, J.I.¹⁹ Volkman, B.F.²⁰ Cutler, S.R.²¹ more..

43
- 84886064960
- J. U. Nef, Justus Liebigs Ann. Chem. 1901, 318, 137
- (1901) Justus Liebigs Ann. Chem. , vol.318 , pp. 137
- Nef, J.U.¹

44
- 2742583430
- W. A. Lazier, H. Adkins, J. Am. Chem. Soc. 1924, 46, 741
- (1924) J. Am. Chem. Soc. , vol.46 , pp. 741
- Lazier, W.A.¹ Adkins, H.²

45
- 0001734418
- Y. Sprinzak, J. Am. Chem. Soc. 1956, 78, 3207; see also
- (1956) J. Am. Chem. Soc. , vol.78 , pp. 3207
- Sprinzak, Y.¹

46
- 0343011664
- Coll.
- Y. Sprinzak, Org. Synth. 1963, Coll. Vol. 4, p91
- (1963) Org. Synth. , vol.4 , pp. 91
- Sprinzak, Y.¹

47
- 0013800045
- S. Miyano, Chem. Pharm. Bull. 1965, 13, 1135
- (1965) Chem. Pharm. Bull. , vol.13 , pp. 1135
- Miyano, S.¹

48
- 34250478910
- E. A. Zvezdina, A. F. Pozharskii, V. I. Sokolov, Chem. Heterocycl. Compd. 1970, 6, 389
- (1970) Chem. Heterocycl. Compd. , vol.6 , pp. 389
- Zvezdina, E.A.¹ Pozharskii, A.F.² Sokolov, V.I.³

49
- 67449103722
- S. Miyano, M. Nakao, Chem. Pharm. Bull. 1972, 20, 1328.
- (1972) Chem. Pharm. Bull. , vol.20 , pp. 1328
- Miyano, S.¹ Nakao, M.²

50
- 79960090139
- S. L. Feng, C. Z. Liu, Q. Li, X. C. Yu, Q. Xu, Chin. Chem. Lett. 2011, 22, 1021
- (2011) Chin. Chem. Lett. , vol.22 , pp. 1021
- Feng, S.L.¹ Liu, C.Z.² Li, Q.³ Yu, X.C.⁴ Xu, Q.⁵

51
- 79960181367
- C. Liu, S. Liao, Q. Li, S. Feng, Q. Sun, X. Yu, Q. Xu, J. Org. Chem. 2011, 76, 5759
- (2011) J. Org. Chem. , vol.76 , pp. 5759
- Liu, C.¹ Liao, S.² Li, Q.³ Feng, S.⁴ Sun, Q.⁵ Yu, X.⁶ Xu, Q.⁷

52
- 84867833132
- X. Yu, L. Jiang, Q. Li, Y. Xie, Q. Xu, Chin. J. Chem. 2012, 30, 2322
- (2012) Chin. J. Chem. , vol.30 , pp. 2322
- Yu, X.¹ Jiang, L.² Li, Q.³ Xie, Y.⁴ Xu, Q.⁵

53
- 82355168671
- X. Yu, C. Liu, L. Jiang, Q. Xu, Org. Lett. 2011, 13, 6184
- (2011) Org. Lett. , vol.13 , pp. 6184
- Yu, X.¹ Liu, C.² Jiang, L.³ Xu, Q.⁴

54
- 84858987236
- Q. Li, S. Fan, Q. Sun, H. Tian, X. Yu, Q. Xu, Org. Biomol. Chem. 2012, 10, 2966
- (2012) Org. Biomol. Chem. , vol.10 , pp. 2966
- Li, Q.¹ Fan, S.² Sun, Q.³ Tian, H.⁴ Yu, X.⁵ Xu, Q.⁶

55
- 84858970963
- S. Liao, K. Yu, Q. Li, H. Tian, Z. Zhang, X. Yu, Q. Xu, Org. Biomol. Chem. 2012, 10, 2973.
- (2012) Org. Biomol. Chem. , vol.10 , pp. 2973
- Liao, S.¹ Yu, K.² Li, Q.³ Tian, H.⁴ Zhang, Z.⁵ Yu, X.⁶ Xu, Q.⁷

56
- 80052924646
- L. Jiang, L. Jin, H. Tian, X. Yuan, X. Yu, Q. Xu, Chem. Commun. 2011, 47, 10833
- (2011) Chem. Commun. , vol.47 , pp. 10833
- Jiang, L.¹ Jin, L.² Tian, H.³ Yuan, X.⁴ Yu, X.⁵ Xu, Q.⁶

57
- 84869076403
- references cited therein
- H. Tian, X. Yu, Q. Li, J. Wang, Q. Xu, Adv. Synth. Catal. 2012, 354, 2671, and references cited therein
- (2012) Adv. Synth. Catal. , vol.354 , pp. 2671
- Tian, H.¹ Yu, X.² Li, Q.³ Wang, J.⁴ Xu, Q.⁵

58
- 84874706366
- DOI:.6023/cjoc201208016, and references cited therein
- Q. Xu, Q. Li, Chin. J. Org. Chem. DOI: 10.6023/cjoc201208016, and references cited therein.
- Chin. J. Org. Chem. , pp. 10
- Xu, Q.¹ Li, Q.²

59
- 84855945575
- I. Thomé, A. Nijs, C. Bolm, Chem. Soc. Rev. 2012, 41, 979
- (2012) Chem. Soc. Rev. , vol.41 , pp. 979
- Thomé, I.¹ Nijs, A.² Bolm, C.³

60
- 78049342055
- N. E. Leadbeater, Nature Chem. 2010, 2, 913
- (2010) Nature Chem. , vol.2 , pp. 913
- Leadbeater, N.E.¹

61
- 70349951976
- S. L. Buchwald, C. Bolm, Angew. Chem. 2009, 121, 5694
- (2009) Angew. Chem. , vol.121 , pp. 5694
- Buchwald, S.L.¹ Bolm, C.²

62
- 70349783568
- Angew. Chem. Int. Ed. 2009, 48, 5586.
- (2009) Angew. Chem. Int. Ed. , vol.48 , pp. 5586

63
- 2942604427
- G. W. Gokel, W. M. Leevy, M. E. Weber, Chem. Rev. 2004, 104, 2723
- (2004) Chem. Rev. , vol.104 , pp. 2723
- Gokel, G.W.¹ Leevy, W.M.² Weber, M.E.³

64
- 0001225353
- J. S. Bradshaw, R. M. Izatt, Acc. Chem. Res. 1997, 30, 338
- (1997) Acc. Chem. Res. , vol.30 , pp. 338
- Bradshaw, J.S.¹ Izatt, R.M.²

65
- 2842611549
- H. An, J. S. Bradshaw, R. M. Izatt, Chem. Rev. 1992, 92, 543.
- (1992) Chem. Rev. , vol.92 , pp. 543
- An, H.¹ Bradshaw, J.S.² Izatt, R.M.³

66
- 0000838195
- M. M. Sprung, Chem. Rev. 1940, 26, 297
- (1940) Chem. Rev. , vol.26 , pp. 297
- Sprung, M.M.¹

67
- 33947489306
- R. W. Layer, Chem. Rev. 1963, 63, 489.
- (1963) Chem. Rev. , vol.63 , pp. 489
- Layer, R.W.¹

68
- 33750119697
- J. S. Cha, Org. Process Res. Dev. 2006, 10, 1032
- (2006) Org. Process Res. Dev. , vol.10 , pp. 1032
- Cha, J.S.¹

69
- 33644661038
- S. Gladiali, E. Alberico, Chem. Soc. Rev. 2006, 35, 226
- (2006) Chem. Soc. Rev. , vol.35 , pp. 226
- Gladiali, S.¹ Alberico, E.²

70
- 84872186997
- Special issue on hydrogenation and transfer hydrogenation
- M. J. Krische, Y. Sun, (special issue on hydrogenation and transfer hydrogenation), Acc. Chem. Res. 2007, 40, issue 12.
- (2007) Acc. Chem. Res. , vol.40 , Issue.12
- Krische, M.J.¹ Sun, Y.²

71
- 52949102213
- R. P. Tripathi, S. S. Verma, J. Pandey, V. K. Tiwari, Curr. Org. Chem. 2008, 12, 1093
- (2008) Curr. Org. Chem. , vol.12 , pp. 1093
- Tripathi, R.P.¹ Verma, S.S.² Pandey, J.³ Tiwari, V.K.⁴

72
- 33746871796
- E. R. Burkhardt, K. K. Matos, Chem. Rev. 2006, 106, 2617
- (2006) Chem. Rev. , vol.106 , pp. 2617
- Burkhardt, E.R.¹ Matos, K.K.²

73
- 33750116951
- A. F. Abdel-Magid, S. J. Mehrman, Org. Process Res. Dev. 2006, 10, 971.
- (2006) Org. Process Res. Dev. , vol.10 , pp. 971
- Abdel-Magid, A.F.¹ Mehrman, S.J.²

74
- 83755162314
- M. J. MacDonald, D. J. Schipper, P. J. Ng, J. Moran, A. M. Beauchemin, J. Am. Chem. Soc. 2011, 133, 20100
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 20100
- MacDonald, M.J.¹ Schipper, D.J.² Ng, P.J.³ Moran, J.⁴ Beauchemin, A.M.⁵

75
- 0000473455
- M.-P. Heck, A. Wagner, C. Mioskowski, J. Org. Chem. 1996, 61, 6486.
- (1996) J. Org. Chem. , vol.61 , pp. 6486
- Heck, M.-P.¹ Wagner, A.² Mioskowski, C.³

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