SCOPUS 정보 검색 플랫폼

Volumn , Issue 32, 2008, Pages 3774-3776

2,3-Heteroaromatic ring-fused cyclohexanones via heteroaromatic homo-Nazarov cyclization of donor-acceptor substituted cyclopropanes

(2) Yadav, Veejendra K a Kumar, Naganaboina Vijaya a

a INDIAN INSTITUTE OF TECHNOLOGY KANPUR (India)

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOPROPANE; CYCLOPROPYL KETONE; FUSED RINGS WITH THREE OR MORE HETERO ATOMS;

ALKYLATION; ARTICLE; CYCLIZATION; ELECTRON TRANSPORT; NAZAROV CYCLIZATION; STRUCTURE ACTIVITY RELATION;

EID: 49249091535 PISSN: 13597345 EISSN: None Source Type: Journal
DOI: 10.1039/b805348k Document Type: Article

Times cited : (41)

References (50)

1
- 0028950921
- S. Elz W. L. Heil Bioorg. Med. Chem. Lett. 1995 5 667
- (1995) Bioorg. Med. Chem. Lett. , vol.5 , pp. 667
- Elz, S.¹ Heil, W.L.²

2
- 33644989711
- X. Li R. Vince Bioorg. Med. Chem. Lett. 2006 14 2942
- (2006) Bioorg. Med. Chem. Lett. , vol.14 , pp. 2942
- Li, X.¹ Vince, R.²

3
- 33745163980
- For 5,6-dihydro-4H-benzofuran-7-one, see
- G. Romeo L. Materia V. Pittala M. Modica L. Salerno M. Siracusa F. Russo K. P. Minneman Bioorg. Med. Chem. Lett. 2006 14 5211
- (2006) Bioorg. Med. Chem. Lett. , vol.14 , pp. 5211
- Romeo, G.¹ Materia, L.² Pittala, V.³ Modica, M.⁴ Salerno, L.⁵ Siracusa, M.⁶ Russo, F.⁷ Minneman, K.P.⁸

4
- 49249120781
- For 6,7-dihydro-5H-benzofuran-4-ones, see:
- H. Nagano T. Takahashi Bull. Chem. Soc. Jpn. 1978 51 3335
- (1978) Bull. Chem. Soc. Jpn. , vol.51 , pp. 3335
- Nagano, H.¹ Takahashi, T.²

5
- 0004998506
- for the synthesis of evodone, see:
- K. Naya M. Nakagawa M. Hayashi K. Tsuji M. Naito Tetrahedron Lett. 1971 31 2961
- (1971) Tetrahedron Lett. , vol.31 , pp. 2961
- Naya, K.¹ Nakagawa, M.² Hayashi, M.³ Tsuji, K.⁴ Naito, M.⁵

6
- 0000600706
- P. A. Jacobi D. G. Walker I. M. A. Odeh J. Org. Chem. 1981 46 2065
- (1981) J. Org. Chem. , vol.46 , pp. 2065
- Jacobi, P.A.¹ Walker, D.G.² Odeh, I.M.A.³

7
- 0000548393
- for the total synthesis of curzerenone and epicurzerenone, see:
- R.-R. Juo W. Herz J. Org. Chem. 1985 50 700
- (1985) J. Org. Chem. , vol.50 , pp. 700
- Juo, R.-R.¹ Herz, W.²

8
- 0013555871
- M. Miyashita T. Kumazawa A. Yoshikoshi J. Org. Chem. 1984 49 3728
- (1984) J. Org. Chem. , vol.49 , pp. 3728
- Miyashita, M.¹ Kumazawa, T.² Yoshikoshi, A.³

9
- 0000400938
- A. Gopalan P. Magnus J. Org. Chem. 1984 49 2317
- (1984) J. Org. Chem. , vol.49 , pp. 2317
- Gopalan, A.¹ Magnus, P.²

10
- 0013500104
- for the synthesis of furanoeremophilane-3,6-dione and ligularone, see:
- A. Gopalan P. Magnus J. Am. Chem. Soc. 1980 102 1756
- (1980) J. Am. Chem. Soc. , vol.102 , pp. 1756
- Gopalan, A.¹ Magnus, P.²

11
- 0010185938
- For the synthesis of uleine alkaloids possessing 2,3,4,9- tetrahydrocarbazol-1-one skeleton, see:
- M. Tada Y. Sugdmoto T. Takahashi Chem. Lett. 1979 1441
- (1979) Chem. Lett. , pp. 1441
- Tada, M.¹ Sugdmoto, Y.² Takahashi, T.³

12
- 4043184098
- M. Amat M. Pérez N. Llor M. Martinelli E. Molins J. Bosch Chem. Commun. 2004 1602
- (2004) Chem. Commun. , pp. 1602
- Amat, M.¹ Pérez, M.² Llor, N.³ Martinelli, M.⁴ Molins, E.⁵ Bosch, J.⁶

13
- 0030815021
- For reviews on Nazarov cyclization, see:
- M. H. Schmitt S. Blechert Angew. Chem., Int. Ed. Engl. 1997 36 1474
- (1997) Angew. Chem., Int. Ed. Engl. , vol.36 , pp. 1474
- Schmitt, M.H.¹ Blechert, S.²

14
- 0001992172
- K. L. Habermas S. E. Denmark T. K. Jones Org. React. 1994 45 1
- (1994) Org. React. , vol.45 , pp. 1
- Habermas, K.L.¹ Denmark, S.E.² Jones, T.K.³

15
- 20444494998
- H. Pellisier Tetrahedron 2005 61 6479
- (2005) Tetrahedron , vol.61 , pp. 6479
- Pellisier, H.¹

16
- 21844434234
- A. J. Frontier C. Collison Tetrahedron 2005 61 7577
- (2005) Tetrahedron , vol.61 , pp. 7577
- Frontier, A.J.¹ Collison, C.²

17
- 20644435783
- for recent examples of Nazarov cyclization, see:
- M. A. Tius Eur. J. Org. Chem. 2005 2193
- (2005) Eur. J. Org. Chem. , pp. 2193
- Tius, M.A.¹

18
- 22544443923
- T. D. White F. G. West Tetrahedron Lett. 2005 46 5629
- (2005) Tetrahedron Lett. , vol.46 , pp. 5629
- White, T.D.¹ West, F.G.²

19
- 27144484967
- S. Giese R. D. Mazzola, Jr C. M. Amann A. M. Arif F. G. West Angew. Chem., Int. Ed. 2005 44 6546
- (2005) Angew. Chem., Int. Ed. , vol.44 , pp. 6546
- Giese, S.¹ Mazzola Jr., R.D.² Amann, C.M.³ Arif, A.M.⁴ West, F.G.⁵

20
- 24744438218
- F. Dhoro M. A. Tius J. Am. Chem. Soc. 2005 127 12472
- (2005) J. Am. Chem. Soc. , vol.127 , pp. 12472
- Dhoro, F.¹ Tius, M.A.²

21
- 33646461000
- M. Janka W. He I. E. Haedicke F. R. Fronczek A. J. Frontier R. Eisenberg J. Am. Chem. Soc. 2006 128 5312
- (2006) J. Am. Chem. Soc. , vol.128 , pp. 5312
- Janka, M.¹ He, W.² Haedicke, I.E.³ Fronczek, F.R.⁴ Frontier, A.J.⁵ Eisenberg, R.⁶

22
- 33746346470
- T. N. Grant F. G. West J. Am. Chem. Soc. 2006 128 9348
- (2006) J. Am. Chem. Soc. , vol.128 , pp. 9348
- Grant, T.N.¹ West, F.G.²

23
- 34848883090
- For aromatic Nazarov cyclization, see:
- T. N. Grant F. G. West Org. Lett. 2007 9 3789
- (2007) Org. Lett. , vol.9 , pp. 3789
- Grant, T.N.¹ West, F.G.²

24
- 33748089380
- for heteroaromatic Nazarov cyclization, see:
- G. Liang Y. Xu I. B. Seiple D. Trauner J. Am. Chem. Soc. 2006 128 11022
- (2006) J. Am. Chem. Soc. , vol.128 , pp. 11022
- Liang, G.¹ Xu, Y.² Seiple, I.B.³ Trauner, D.⁴

25
- 33845997763
- J. A. Malona M. J. Colbourne A. J. Frontier Org. Lett. 2006 8 5661
- (2006) Org. Lett. , vol.8 , pp. 5661
- Malona, J.A.¹ Colbourne, M.J.² Frontier, A.J.³

26
- 30944433040
- S. Song D. W. Knight M. A. Whatton Org. Lett. 2006 8 163
- (2006) Org. Lett. , vol.8 , pp. 163
- Song, S.¹ Knight, D.W.² Whatton, M.A.³

27
- 13444292225
- P. P. Yadav P. Gupta A. K. Chaturvedi P. K. Shukla R. Maurya Bioorg. Med. Chem. Lett. 2005 13 1497
- (2005) Bioorg. Med. Chem. Lett. , vol.13 , pp. 1497
- Yadav, P.P.¹ Gupta, P.² Chaturvedi, A.K.³ Shukla, P.K.⁴ Maurya, R.⁵

28
- 33845929787
- We would like to name the present ring-closing protocol homo-Nazarov cyclization for its full mechanistic similarily with the conventional Nazarov cyclization. For a previous usage of this terminology, see:
- A. Zuse P. Schmidt S. Baasner K. J. Bohm K. Muller M. Gerlach E. G. Gunther E. Unger H. Prinz J. Med. Chem. 2006 49 7816
- (2006) J. Med. Chem. , vol.49 , pp. 7816
- Zuse, A.¹ Schmidt, P.² Baasner, S.³ Bohm, K.J.⁴ Muller, K.⁵ Gerlach, M.⁶ Gunther, E.G.⁷ Unger, E.⁸ Prinz, H.⁹

29
- 0003754765
- For the synthesis of carbocycles, see:
- O. Tsuge S. Kanemasa T. Otsuka T. Suzuki Bull. Chem. Soc. Jpn. 1988 61 2897
- (1988) Bull. Chem. Soc. Jpn. , vol.61 , pp. 2897
- Tsuge, O.¹ Kanemasa, S.² Otsuka, T.³ Suzuki, T.⁴

30
- 3242693736
- V. K. Yadav V. Sriramurthy Angew. Chem., Int. Ed. 2004 43 2669
- (2004) Angew. Chem., Int. Ed. , vol.43 , pp. 2669
- Yadav, V.K.¹ Sriramurthy, V.²

31
- 10044244962
- V. K. Yadav V. Sriramurthy Org. Lett. 2004 6 4495
- (2004) Org. Lett. , vol.6 , pp. 4495
- Yadav, V.K.¹ Sriramurthy, V.²

32
- 34249829600
- for the synthesis of heterocycles, see:
- V. K. Yadav N. Vijaya Kumar M. Parvez Chem. Commun. 2007 2281
- (2007) Chem. Commun. , pp. 2281
- Yadav, V.K.¹ Vijaya Kumar, N.² Parvez, M.³

33
- 0008635079
- V. K. Yadav R. Balamurugan Org. Lett. 2001 3 2717
- (2001) Org. Lett. , vol.3 , pp. 2717
- Yadav, V.K.¹ Balamurugan, R.²

34
- 0037034860
- V. K. Yadav R. Balamurugan Chem. Commun. 2002 514
- (2002) Chem. Commun. , pp. 514
- Yadav, V.K.¹ Balamurugan, R.²

35
- 0344065761
- V. K. Yadav R. Balamurugan Org. Lett. 2003 5 4281
- (2003) Org. Lett. , vol.5 , pp. 4281
- Yadav, V.K.¹ Balamurugan, R.²

36
- 3242676775
- V. K. Yadav N. Vijaya Kumar J. Am. Chem. Soc. 2004 126 8652
- (2004) J. Am. Chem. Soc. , vol.126 , pp. 8652
- Yadav, V.K.¹ Vijaya Kumar, N.²

37
- 49249110213
- A. de Meijere, Springer-Verlag, Berlin, Heidelberg, Germany, p. 1
- J. R. Y. Salaun, Small Ring Compounds in Organic Syntheis III, Topics in Current Chemistry, ed., A. de Meijere,, Springer-Verlag, Berlin, Heidelberg, Germany, 1991, vol. 144, p. 1
- (1991) Small Ring Compounds in Organic Syntheis III, Topics in Current Chemistry, Ed.
- Salaun, J.R.Y.¹

38
- 33750456293
- B. M. Trost, I. Fleming and C. H. Heathcock, Pergamon Press, Oxford, p. 899
- H. Hudlicky and J. W. Reed, Comprehensive Organic Synthesis, ed., B. M. Trost,,, I. Fleming, and, C. H. Heathcock,, Pergamon Press, Oxford, 1991, vol. 5, p. 899
- (1991) Comprehensive Organic Synthesis, Ed.
- Hudlicky, H.¹ Reed, J.W.²

39
- 0037884930
- H.-U. Reissig R. Zimmer Chem. Rev. 2003 103 1151
- (2003) Chem. Rev. , vol.103 , pp. 1151
- Reissig, H.-U.¹ Zimmer, R.²

40
- 0003787137
- John Wiley & Sons, Ltd., NY
- I. Fleming, Frontier Orbitals and Organic Chemical Reactions, John Wiley & Sons, Ltd., NY, 1976, ch. 3
- (1976) Frontier Orbitals and Organic Chemical Reactions
- Fleming, I.¹

41
- 33845997763
- J. A. Malona M. J. Colbourne A. J. Frontier Org. Lett. 2006 8 5661
- (2006) Org. Lett. , vol.8 , pp. 5661
- Malona, J.A.¹ Colbourne, M.J.² Frontier, A.J.³

42
- 0000276489
- N. R. Rosenquist O. L. Chapman J. Org. Chem. 1976 41 3326
- (1976) J. Org. Chem. , vol.41 , pp. 3326
- Rosenquist, N.R.¹ Chapman, O.L.²

43
- 0001725065
- R. L. Danheiser R. F. Miller R. G. Brisbois S. G. Park J. Org. Chem. 1990 55 1959
- (1990) J. Org. Chem. , vol.55 , pp. 1959
- Danheiser, R.L.¹ Miller, R.F.² Brisbois, R.G.³ Park, S.G.⁴

44
- 37049110315
- W. S. Murphy S. Wattanasin J. Chem. Soc., Perkin Trans. 1 1982 271
- (1982) J. Chem. Soc., Perkin Trans. 1 , pp. 271
- Murphy, W.S.¹ Wattanasin, S.²

45
- 37049107073
- W. S. Murphy S. Wattanasin J. Chem. Soc., Perkin Trans. 1 1982 1029
- (1982) J. Chem. Soc., Perkin Trans. 1 , pp. 1029
- Murphy, W.S.¹ Wattanasin, S.²

46
- 0038498538
- H.-J. Knölker G. Baum O. Schmitt G. Wanzl Chem. Commun. 1999 1737
- (1999) Chem. Commun. , pp. 1737
- Knölker, H.-J.¹ Baum, G.² Schmitt, O.³ Wanzl, G.⁴

47
- 0038475407
- Z.-H. Peng K. A. Woerpel Org. Lett. 2002 4 2945
- (2002) Org. Lett. , vol.4 , pp. 2945
- Peng, Z.-H.¹ Woerpel, K.A.²

48
- 0000328257
- D. Liu S. A. Kozmin Org. Lett. 2002 4 3005
- (2002) Org. Lett. , vol.4 , pp. 3005
- Liu, D.¹ Kozmin, S.A.²

49
- 28444460250
- V. K. Yadav V. Sriramurthy J. Am. Chem. Soc. 2005 127 16366
- (2005) J. Am. Chem. Soc. , vol.127 , pp. 16366
- Yadav, V.K.¹ Sriramurthy, V.²

50
- 34249829600
- V. K. Yadav N. Vijaya Kumar M. Parvez Chem. Commun. 2007 2281
- (2007) Chem. Commun. , pp. 2281
- Yadav, V.K.¹ Vijaya Kumar, N.² Parvez, M.³

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.