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Volumn 19, Issue 39, 2013, Pages 13207-13215

A β-enaminone-initiated multicomponent domino reaction for the synthesis of indoloquinolizines and benzoquinolizines from acyclic precursors

(3) Suryavanshi, Padmakar A a Sridharan, Vellaisamy a,b Menéndez, J Carlos a

a UNIVERSIDAD COMPLUTENSE DE MADRID (Spain)

b SASTRA UNIVERSITY (India)

Author keywords

enaminones; acyliminium cations; domino reactions; multicomponent reactions; Pictet Spengler reactions

Indexed keywords

CERIUM AMMONIUM NITRATE; DOMINO REACTIONS; ENAMINONES; MULTI-COMPONENT DOMINO REACTION; MULTI-COMPONENT REACTIONS; PICTET-SPENGLER REACTIONS; SIDE-CHAIN AROMATIC RINGS; SODIUM TRIACETOXYBOROHYDRIDE;

ADDITION REACTIONS; ALDEHYDES; CATALYSIS; CERIUM; CERIUM COMPOUNDS; NITRATES; UNSATURATED COMPOUNDS;

REACTION KINETICS;

EID: 84884531670 PISSN: 09476539 EISSN: 15213765 Source Type: Journal
DOI: 10.1002/chem.201204594 Document Type: Article

Times cited : (33)

References (55)

1
- 84884531872
- Ed.: B. Pignataro), Wiley-VCH, Weinheim, Chapter
- For a general overview of multiple bond-forming transformations as a key concept towards eco-compatible organic synthesis, see:, Y. Coquerel, T. Boddaert, M. Presset, D. Mailhol, J. Rodriguez, in Ideas in Chemistry and Molecular Sciences, Vol.1, Advances in Synthetic Chemistry (Ed.:, B. Pignataro,), Wiley-VCH, Weinheim, 2010, Chapter 9.
- (2010) Ideas in Chemistry and Molecular Sciences, Vol.1, Advances in Synthetic Chemistry
- Coquerel, Y.¹ Boddaert, T.² Presset, M.³ Mailhol, D.⁴ Rodriguez, J.⁵

2
- 78649896003
- See also, the special issue on the rapid formation of molecular complexity in natural product total synthesis (Eds.: H.M.L. Davies, E.J. Sorensen): Chem. Soc. Rev. 2009, 38, 2969-3276.
- (2009) Chem. Soc. Rev. , vol.38 , pp. 2969-3276
- Davies, H.M.L.¹ Sorensen, E.J.²

3
- 79959399727
- M. Ruiz, G. Giorgi, P. López-Alvarado, J. C. Menéndez, Chem. Soc. Rev. 2011, 40, 3445-3454
- (2011) Chem. Soc. Rev. , vol.40 , pp. 3445-3454
- Ruiz, M.¹ Giorgi, G.² López-Alvarado, P.³ Menéndez, J.C.⁴

4
- 77649087999
- C. Grondal, M. Jeanty, D. Enders, Nat. Chem. 2010, 2, 167-178
- (2010) Nat. Chem. , vol.2 , pp. 167-178
- Grondal, C.¹ Jeanty, M.² Enders, D.³

5
- 84887151171
- in (Ed.: A. Cordova), Wiley-VCH, Weinheim, p
- L. F. Tietze, A. Düfert, in Catalytic Asymmetric Conjugate Reactions (Ed.:, A. Cordova,), Wiley-VCH, Weinheim, 2010, p. 321-350
- (2010) Catalytic Asymmetric Conjugate Reactions , pp. 321-350
- Tietze, L.F.¹ Düfert, A.²

6
- 73049106494
- A. N. Alba, X. Companyó, M. Viciano, R. Ríos, Curr. Org. Chem. 2009, 13, 1432-1474
- (2009) Curr. Org. Chem. , vol.13 , pp. 1432-1474
- Alba, A.N.¹ Companyó, X.² Viciano, M.³ Ríos, R.⁴

7
- 34248175192
- S. K. Bur, A. Padwa, Adv. Heterocycl. Chem. 2007, 94, 1-105
- (2007) Adv. Heterocycl. Chem. , vol.94 , pp. 1-105
- Bur, S.K.¹ Padwa, A.²

8
- 33745775855
- F. Liéby-Muller, C. Simon, T. Constantieux, J. Rodriguez, QSAR Comb. Sci. 2006, 25, 432-438
- (2006) QSAR Comb. Sci. , vol.25 , pp. 432-438
- Liéby-Muller, F.¹ Simon, C.² Constantieux, T.³ Rodriguez, J.⁴

9
- 33847207721
- K. C. Nicolaou, D. J. Edmonds, P. G. Bulger, Angew. Chem. 2006, 118, 7292-7344
- (2006) Angew. Chem. , vol.118 , pp. 7292-7344
- Nicolaou, K.C.¹ Edmonds, D.J.² Bulger, P.G.³

10
- 33750977591
- Angew. Chem. Int. Ed. 2006, 45, 7134-7186
- (2006) Angew. Chem. Int. Ed. , vol.45 , pp. 7134-7186

11
- 31544452548
- H. Pellissier, Tetrahedron 2006, 62, 1619-1665
- (2006) Tetrahedron , vol.62 , pp. 1619-1665
- Pellissier, H.¹

12
- 32544440478
- H. Pellissier, Tetrahedron 2006, 62, 2143-2173
- (2006) Tetrahedron , vol.62 , pp. 2143-2173
- Pellissier, H.¹

13
- 7044235263
- L. F. Tietze, Chem. Rev. 1996, 96, 115-136.
- (1996) Chem. Rev. , vol.96 , pp. 115-136
- Tietze, L.F.¹

14
- 84862175237
- A. Dömling, W. Wang, K. Wang, Chem. Rev. 2012, 112, 3083-3135
- (2012) Chem. Rev. , vol.112 , pp. 3083-3135
- Dömling, A.¹ Wang, W.² Wang, K.³

15
- 84859359524
- M. J. Climent, A. Corma, S. Iborra, RSC Adv. 2012, 2, 16-58
- (2012) RSC Adv. , vol.2 , pp. 16-58
- Climent, M.J.¹ Corma, A.² Iborra, S.³

16
- 84860478728
- C. deGraaff, E. Ruijter, R. V. A. Orru, Chem. Soc. Rev. 2012, 41, 3969-4009
- (2012) Chem. Soc. Rev. , vol.41 , pp. 3969-4009
- Degraaff, C.¹ Ruijter, E.² Orru, R.V.A.³

17
- 84868372172
- C. M. Marson, Chem. Soc. Rev. 2012, 41, 7712-7722
- (2012) Chem. Soc. Rev. , vol.41 , pp. 7712-7722
- Marson, C.M.¹

18
- 78349257436
- B. Jiang, T. Rajale, W. Wever, S.-J. Tu, G. Li, Chem. Asian J. 2010, 5, 2318-2335
- (2010) Chem. Asian J. , vol.5 , pp. 2318-2335
- Jiang, B.¹ Rajale, T.² Wever, W.³ Tu, S.-J.⁴ Li, G.⁵

19
- 84856173939
- M. M. SánchezDuque, C. Allais, N. Isambert, T. Constantieux, J. Rodriguez, Top. Heterocycl. Chem. 2010, 23, 227-277
- (2010) Top. Heterocycl. Chem. , vol.23 , pp. 227-277
- Sánchezduque, M.M.¹ Allais, C.² Isambert, N.³ Constantieux, T.⁴ Rodriguez, J.⁵

20
- 77956524122
- V. Estévez, M. Villacampa, J. C. Menéndez, Chem. Soc. Rev. 2010, 39, 4402-4421
- (2010) Chem. Soc. Rev. , vol.39 , pp. 4402-4421
- Estévez, V.¹ Villacampa, M.² Menéndez, J.C.³

21
- 70349156384
- B. B. Touré, D. G. Hall, Chem. Rev. 2009, 109, 4439-4486
- (2009) Chem. Rev. , vol.109 , pp. 4439-4486
- Touré, B.B.¹ Hall, D.G.²

22
- 53849120603
- N. Isambert, R. Lavilla, Chem. Eur. J. 2008, 14, 8444-8454. For a recent monograph, see
- (2008) Chem. Eur. J. , vol.14 , pp. 8444-8454
- Isambert, N.¹ Lavilla, R.²

23
- 38849199901
- Springer Verlag, New York
- Topics in Heterocyclic Chemistry, Vol.23, Synthesis of Heterocycles via Multicomponent Reactions I (Eds.:, R.V.A. Orru, E. Ruijter,), Springer Verlag, New York, 2010
- (2010) Topics in Heterocyclic Chemistry, Vol.23, Synthesis of Heterocycles Via Multicomponent Reactions i
- Orru, R.V.A.¹ Ruijter, E.²

24
- 38849199901
- Springer Verlag, New York
- Topics in Heterocyclic Chemistry, Vol.25, Synthesis of Heterocycles via Multicomponent Reactions II (Eds.:, R.V.A. Orru, E. Ruijter,), Springer Verlag, New York, 2010,.
- (2010) Topics in Heterocyclic Chemistry, Vol.25, Synthesis of Heterocycles Via Multicomponent Reactions II
- Orru, R.V.A.¹ Ruijter, E.²

25
- 84884196543
- A. S. Shawali, Arkivoc 2012, i, 383-431
- (2012) Arkivoc , vol.1 , pp. 383-431
- Shawali, A.S.¹

26
- 0141619395
- A.-Z. A. Elassar, A. A. El-Khair, Tetrahedron 2003, 59, 8463-8480
- (2003) Tetrahedron , vol.59 , pp. 8463-8480
- Elassar, A.-Z.A.¹ El-Khair, A.A.²

27
- 0001060395
- J. P. Michael, C. B. deKoning, D. Gravestock, G. D. Hosken, A. S. Howard, C. M. Jungmann, R. W. M. Krause, A. S. Parsons, S. C. Pelly, T. V. Stanbury, Pure Appl. Chem. 1999, 71, 979-988
- (1999) Pure Appl. Chem. , vol.71 , pp. 979-988
- Michael, J.P.¹ Dekoning, C.B.² Gravestock, D.³ Hosken, G.D.⁴ Howard, A.S.⁵ Jungmann, C.M.⁶ Krause, R.W.M.⁷ Parsons, A.S.⁸ Pelly, S.C.⁹ Stanbury, T.V.¹⁰

28
- 85014807293
- P. Lue, J. V. Greenhill, Adv. Heterocycl. Chem. 1996, 67, 207-343.
- (1996) Adv. Heterocycl. Chem. , vol.67 , pp. 207-343
- Lue, P.¹ Greenhill, J.V.²

29
- 77953306636
- For a review of the use of CAN as a catalyst in organic synthesis, see:, V. Sridharan, J. C. Menéndez, Chem. Rev. 2010, 110, 3805-3849.
- (2010) Chem. Rev. , vol.110 , pp. 3805-3849
- Sridharan, V.¹ Menéndez, J.C.²

30
- 34247101798
- V. Sridharan, C. Avendaño, J. C. Menéndez, Synlett 2007, 881-884.
- (2007) Synlett , pp. 881-884
- Sridharan, V.¹ Avendaño, C.² Menéndez, J.C.³

31
- 84874475829
- G. Tenti, R. León, J. Egea, M. Villarroya, J. C. Fernández, J. F. Padín, V. Sridharan, M. T. Ramos, J. C. Menéndez, Med. Chem. Commun. 2013, 4, 590-594
- (2013) Med. Chem. Commun. , vol.4 , pp. 590-594
- Tenti, G.¹ León, R.² Egea, J.³ Villarroya, M.⁴ Fernández, J.C.⁵ Padín, J.F.⁶ Sridharan, V.⁷ Ramos, M.T.⁸ Menéndez, J.C.⁹

32
- 84873299546
- D. Rocchi, J. F. González, J. C. Menéndez, Green Chem. 2013, 15, 511-517
- (2013) Green Chem. , vol.15 , pp. 511-517
- Rocchi, D.¹ González, J.F.² Menéndez, J.C.³

33
- 84871300302
- V. Estévez, M. Villacampa, J. C. Menéndez, Chem. Commun. 2013, 49, 591-593
- (2013) Chem. Commun. , vol.49 , pp. 591-593
- Estévez, V.¹ Villacampa, M.² Menéndez, J.C.³

34
- 84870284565
- G. Tenti, M. T. Ramos, J. C. Menéndez, ACS Comb. Sci. 2012, 14, 551-557
- (2012) ACS Comb. Sci. , vol.14 , pp. 551-557
- Tenti, G.¹ Ramos, M.T.² Menéndez, J.C.³

35
- 80052945136
- S. Maiti, J. C. Menéndez, Chem. Commun. 2011, 47, 10554-10556
- (2011) Chem. Commun. , vol.47 , pp. 10554-10556
- Maiti, S.¹ Menéndez, J.C.²

36
- 77956544235
- S. Maiti, V. Sridharan, J. C. Menéndez, J. Comb. Chem. 2010, 12, 713-722
- (2010) J. Comb. Chem. , vol.12 , pp. 713-722
- Maiti, S.¹ Sridharan, V.² Menéndez, J.C.³

37
- 77954631634
- P. A. Suryavanshi, V. Sridharan, J. C. Menéndez, Org. Biomol. Chem. 2010, 8, 3426-3436
- (2010) Org. Biomol. Chem. , vol.8 , pp. 3426-3436
- Suryavanshi, P.A.¹ Sridharan, V.² Menéndez, J.C.³

38
- 73149118279
- V. Sridharan, S. Maiti, J. C. Menéndez, J. Org. Chem. 2009, 74, 9365-9371
- (2009) J. Org. Chem. , vol.74 , pp. 9365-9371
- Sridharan, V.¹ Maiti, S.² Menéndez, J.C.³

39
- 68049097189
- V. Sridharan, P. Ribelles, M. T. Ramos, J. C. Menéndez, J. Org. Chem. 2009, 74, 5715-5718
- (2009) J. Org. Chem. , vol.74 , pp. 5715-5718
- Sridharan, V.¹ Ribelles, P.² Ramos, M.T.³ Menéndez, J.C.⁴

40
- 65349107107
- See also ref.[15]
- V. Sridharan, S. Maiti, J. C. Menéndez, Chem. Eur. J. 2009, 15, 4565-4572. See also ref.[15].
- (2009) Chem. Eur. J. , vol.15 , pp. 4565-4572
- Sridharan, V.¹ Maiti, S.² Menéndez, J.C.³

41
- 65349151018
- in (Eds.: K. Jones, A.R. Katritzky, C.A. Ramsden, E.F.V. Scriven, R.J.K. Taylor), Elsevier, Oxford, Chapter
- C. Avendaño, J. C. Menéndez, in Comprehensive Heterocyclic Chemistry III, Vol.12 (Eds.:, K. Jones, A.R. Katritzky, C.A. Ramsden, E.F.V. Scriven, R.J.K. Taylor,), Elsevier, Oxford, 2008, Chapter 1.
- (2008) Comprehensive Heterocyclic Chemistry III , vol.12
- Avendaño, C.¹ Menéndez, J.C.²

42
- 77950463160
- X. Wu, X. Dai, L. Nie, H. Fang, J. Chen, Z. Ren, W. Cao, G. Zhao, Chem. Commun. 2010, 46, 2733-2735
- (2010) Chem. Commun. , vol.46 , pp. 2733-2735
- Wu, X.¹ Dai, X.² Nie, L.³ Fang, H.⁴ Chen, J.⁵ Ren, Z.⁶ Cao, W.⁷ Zhao, G.⁸

43
- 80051793474
- X. Wu, H. Fang, Q. Liu, L. Nie, J. Chen, W. Cao, G. Zhao, Tetrahedron 2011, 67, 7251-7257.
- (2011) Tetrahedron , vol.67 , pp. 7251-7257
- Wu, X.¹ Fang, H.² Liu, Q.³ Nie, L.⁴ Chen, J.⁵ Cao, W.⁶ Zhao, G.⁷

44
- 67650269822
- J. Franzén, A. Fisher, Angew. Chem. 2009, 121, 801-805
- (2009) Angew. Chem. , vol.121 , pp. 801-805
- Franzén, J.¹ Fisher, A.²

45
- 58249101213
- Angew. Chem. Int. Ed. 2009, 48, 787-791
- (2009) Angew. Chem. Int. Ed. , vol.48 , pp. 787-791

46
- 77349124192
- W. Zhang, J. Franzén, Adv. Synth. Catal. 2010, 352, 499-518
- (2010) Adv. Synth. Catal. , vol.352 , pp. 499-518
- Zhang, W.¹ Franzén, J.²

47
- 82455192855
- W. Zhang, J. Bah, A. Wohlfarth, J. Franzén, Chem. Eur. J. 2011, 17, 13814-13824
- (2011) Chem. Eur. J. , vol.17 , pp. 13814-13824
- Zhang, W.¹ Bah, J.² Wohlfarth, A.³ Franzén, J.⁴

48
- 79953725970
- X. Dai, X. Wu, H. Fang, L. Nie, J. Chen, H. Deng, W. Cao, G. Zhao, Tetrahedron 2011, 67, 3034-3040.
- (2011) Tetrahedron , vol.67 , pp. 3034-3040
- Dai, X.¹ Wu, X.² Fang, H.³ Nie, L.⁴ Chen, J.⁵ Deng, H.⁶ Cao, W.⁷ Zhao, G.⁸

49
- 0008526423
- T. Hiyama, Y. Morizawa, H. Yamamoto, H. Nozaki, Bull. Chem. Soc. Jpn. 1981, 54, 2151-2160.
- (1981) Bull. Chem. Soc. Jpn. , vol.54 , pp. 2151-2160
- Hiyama, T.¹ Morizawa, Y.² Yamamoto, H.³ Nozaki, H.⁴

50
- 77349115131
- K. Rad-Moghadam, M. Sharifi-Kiasaraie, H. Taheri-Amlashi, Tetrahedron 2010, 66, 2316-2321
- (2010) Tetrahedron , vol.66 , pp. 2316-2321
- Rad-Moghadam, K.¹ Sharifi-Kiasaraie, M.² Taheri-Amlashi, H.³

51
- 68249145925
- M. E. Muratore, C. A. Holloway, A. W. Pilling, R. I. Storer, G. Trevitt, D. J. Dixon, J. Am. Chem. Soc. 2009, 131, 10796-10797
- (2009) J. Am. Chem. Soc. , vol.131 , pp. 10796-10797
- Muratore, M.E.¹ Holloway, C.A.² Pilling, A.W.³ Storer, R.I.⁴ Trevitt, G.⁵ Dixon, D.J.⁶

52
- 66949158373
- T. Ito, M. Kitajima, H. Takayama, Tetrahedron Lett. 2009, 50, 4506-4508.
- (2009) Tetrahedron Lett. , vol.50 , pp. 4506-4508
- Ito, T.¹ Kitajima, M.² Takayama, H.³

53
- 0028003718
- G. Bartoli, C. Cimarelli, E. Marcantoni, G. Palmieri, M. Petrini, J. Org. Chem. 1994, 59, 5328-5335.
- (1994) J. Org. Chem. , vol.59 , pp. 5328-5335
- Bartoli, G.¹ Cimarelli, C.² Marcantoni, E.³ Palmieri, G.⁴ Petrini, M.⁵

54
- 55449109761
- V. Sridharan, J. C. Menéndez, Org. Lett. 2008, 10, 4303-4306.
- (2008) Org. Lett. , vol.10 , pp. 4303-4306
- Sridharan, V.¹ Menéndez, J.C.²

55
- 0009625139
- S. Wolfe, H. B. Schlegel, M.-H. Whangbo, Can. J. Chem. 1974, 52, 3787-3792.
- (1974) Can. J. Chem. , vol.52 , pp. 3787-3792
- Wolfe, S.¹ Schlegel, H.B.² Whangbo, M.-H.³

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