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European Journal of Organic Chemistry

Volumn , Issue 25, 2012, Pages 4783-4796

1,3-Diethynylbicyclo[1.1.1]pentane, a useful molecular building block

(3) Kaleta, Jiří a,b Nečs, Marek a Mazal, Ctibor a

a MASARYK UNIVERSITY (Czech Republic)

b INSTITUTE OF ORGANIC CHEMISTRY AND BIOCHEMISTRY (Czech Republic)

Author keywords

Alkynes; Cross coupling; Rod like molecules; Small ring systems; Umpolung

Indexed keywords

EID: 84865333408 PISSN: 1434193X EISSN: 10990690 Source Type: Journal
DOI: 10.1002/ejoc.201200351 Document Type: Article

Times cited : (28)

References (31)

1
- 0347359146
- P. F. H. Schwab, M. D. Levin, J. Michl, Chem. Rev. 1999, 99, 1863-1933.
- (1999) Chem. Rev. , vol.99 , pp. 1863-1933
- Schwab, P.F.H.¹ Levin, M.D.² Michl, J.³

2
- 0025098708
- U. Bunz, G. Szeimies, Tetrahedron Lett. 1990, 31, 651-652.
- (1990) Tetrahedron Lett. , vol.31 , pp. 651-652
- Bunz, U.¹ Szeimies, G.²

3
- 0041517936
- R. Gleiter, K.-H. Pfeifer, G. Szeimies, U. Bunz, Angew. Chem. 1990, 102, 418-420.
- (1990) Angew. Chem. , vol.102 , pp. 418-420
- Gleiter, R.¹ Pfeifer, K.-H.² Szeimies, G.³ Bunz, U.⁴

4
- 0040201222
- J. Am. Chem. Soc. 1993, 115, 2952 -2960., Chem. Phys. Lett. 1993, 213, 217 -223
- M. Braga, Chem. Phys. 1996, 213, 159-164., M. N. Paddon-Row, K. D. Jordan, J. Am. Chem. Soc. 1993, 115, 2952 -2960., M. Braga, S. Larsson, Chem. Phys. Lett. 1993, 213, 217 -223.
- (1996) Chem. Phys. , vol.213 , pp. 159-164
- Braga, M.¹ Paddon-Row, M.N.² Jordan, K.D.³ Braga, M.⁴ Larsson, S.⁵

5
- 0037047533
- P. Schwab, B. C. Noll, J. Michl, J. Org. Chem. 2002, 67, 5476-5485.
- (2002) J. Org. Chem. , vol.67 , pp. 5476-5485
- Schwab, P.¹ Noll, B.C.² Michl, J.³

6
- 79952594095
- J. Kaleta, C. Mazal, Org. Lett. 2011, 13, 1326-1329.
- (2011) Org. Lett. , vol.13 , pp. 1326-1329
- Kaleta, J.¹ Mazal, C.²

7
- 85008604996
- X
- K. R. Mondanaro, W. P. Dailey, Org. Synth. Coll. Vol. 2004, X, 658-661.
- (2004) Org. Synth. Coll. Vol. , pp. 658-661
- Mondanaro, K.R.¹ Dailey, W.P.²

8
- 84865312548
- U.S., Pat. 2844592, July 22, 1958
- H. Pietsch, H. Nagel, U.S., Pat. 2844592, July 22, 1958. Chem. Abstr. 1958, 52, 92456.
- (1958) Chem. Abstr. , vol.52 , pp. 92456
- Pietsch, H.¹ Nagel, H.²

9
- 33947462678
- A. S. Matlack, D. S. Breslow, J. Org. Chem. 1957, 22, 1723-1724.
- (1957) J. Org. Chem. , vol.22 , pp. 1723-1724
- Matlack, A.S.¹ Breslow, D.S.²

10
- 77950302369
- J. Kaleta, J. Michl, C. Mazal, J. Org. Chem. 2010, 75, 2350-2356.
- (2010) J. Org. Chem. , vol.75 , pp. 2350-2356
- Kaleta, J.¹ Michl, J.² Mazal, C.³

11
- 84855501665
- For recent examples of synthetic applications of 1-haloalkynes, see:,., J. Org. Chem. 2011, 76, 6338 -6343., J. Org. Chem. 2011, 76, 4071 -4074., Chem. Commun. 2011, 47, 2164 -2166., J. Am. Chem. Soc. 2011, 133, 1286 -1289., J. Org. Chem. 2010, 75, 6700 -6703
- For recent examples of synthetic applications of 1-haloalkynes, see:, M. Yamagishi, J. Okazaki, K. Nishigai, T. Hata, H. Urabe, Org. Lett. 2012, 14, 34-37., X. Chen, D. Chen, Z. Lu, L. Kong, G. Zhu, J. Org. Chem. 2011, 76, 6338 -6343., D. Chen, Y. Cao, Z. Yuan, H. Cai, R. Zheng, L. Kong, G. Zhu, J. Org. Chem. 2011, 76, 4071 -4074., X. Chen, W. Kong, H. Cai, L. Kong, G. Zhu, Chem. Commun. 2011, 47, 2164 -2166., D. L. Usanov, H. Yamamoto, J. Am. Chem. Soc. 2011, 133, 1286 -1289., Z. Chen, H. Jiang, A. Wang, S. Yang, J. Org. Chem. 2010, 75, 6700 -6703.
- (2012) Org. Lett. , vol.14 , pp. 34-37
- Yamagishi, M.¹ Okazaki, J.² Nishigai, K.³ Hata, T.⁴ Urabe, H.⁵ Chen, X.⁶ Chen, D.⁷ Lu, Z.⁸ Kong, L.⁹ Zhu, G.¹⁰ Chen, D.¹¹ Cao, Y.¹² Yuan, Z.¹³ Cai, H.¹⁴ Zheng, R.¹⁵ Kong, L.¹⁶ Zhu, G.¹⁷ Chen, X.¹⁸ Kong, W.¹⁹ Cai, H.²⁰ more..

12
- 0034629301
- Inorg. Chem. 2000, 39, 2243 -2245., Bull. Acad. Sci. USSR Div. Chem. Sci. (Engl. Transl.) 1986, 35, 1260 -1266
- A. Douglass, S. Pakhomov, B. Reeves, Z. JanouÅek, P. Kaszynski, J. Org. Chem. 2000, 65, 1434-1441., S. Pakhomov, P. Kaszynski, Inorg. Chem. 2000, 39, 2243 -2245., L. I. Zakharkin, A. I. Kovderov, V. A. Olshevskaya, Bull. Acad. Sci. USSR Div. Chem. Sci. (Engl. Transl.) 1986, 35, 1260 -1266.
- (2000) J. Org. Chem. , vol.65 , pp. 1434-1441
- Douglass, A.¹ Pakhomov, S.² Reeves, B.³ Janouåek, Z.⁴ Kaszynski, P.⁵ Pakhomov, S.⁶ Kaszynski, P.⁷ Zakharkin, L.I.⁸ Kovderov, A.I.⁹ Olshevskaya, V.A.¹⁰

13
- 0001743491
- An inspiring example was found in:,; Angew. Chem. Int. Ed. Engl. 1984, 23, 727 -729 in this work the method was applied to various alkynes
- An inspiring example was found in:, H. Hofmeister, K. Annen, H. Laurent, R. Wiechert, Angew. Chem. 1984, 96, 720-722; Angew. Chem. Int. Ed. Engl. 1984, 23, 727 -729 in this work the method was applied to various alkynes.
- (1984) Angew. Chem. , vol.96 , pp. 720-722
- Hofmeister, H.¹ Annen, K.² Laurent, H.³ Wiechert, R.⁴

14
- 0040768760
- R. A. Jacobson, W. H. Carothers, J. Am. Chem. Soc. 1933, 55, 4667-4669.
- (1933) J. Am. Chem. Soc. , vol.55 , pp. 4667-4669
- Jacobson, R.A.¹ Carothers, W.H.²

15
- 84865312550
- U.S., Pat. 1967864, 1934. Chem. Abstr. 1934, 28, 48108
- R. A. Jacobson, U.S., Pat. 1967864, 1934. Chem. Abstr. 1934, 28, 48108.
- Jacobson, R.A.¹

16
- 79955029001
- C. Lemouchi, L. Zorina, S. Simonov, P. Batail, C. S. Vogelsberg, M. A. Garcia-Garibay, S. Brown, J. Am. Chem. Soc. 2011, 133, 6371-6379.
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 6371-6379
- Lemouchi, C.¹ Zorina, L.² Simonov, S.³ Batail, P.⁴ Vogelsberg, C.S.⁵ Garcia-Garibay, M.A.⁶ Brown, S.⁷

17
- 0000857968
- C. Mazal, A. J. Paraskos, J. Michl, J. Org. Chem. 1998, 63, 2116-2119.
- (1998) J. Org. Chem. , vol.63 , pp. 2116-2119
- Mazal, C.¹ Paraskos, A.J.² Michl, J.³

18
- 0034054844
- M. Messner, S. I. Kozhushkov, A. de Meijere, Eur. J. Org. Chem. 2000, 1137-1155.
- (2000) Eur. J. Org. Chem. , pp. 1137-1155
- Messner, M.¹ Kozhushkov, S.I.² De Meijere, A.³

19
- 33644749091
- C. Mazal, O. Åkarka, J. Kaleta, J. Michl, Org. Lett. 2006, 8, 749-752.
- (2006) Org. Lett. , vol.8 , pp. 749-752
- Mazal, C.¹ Åkarka, O.² Kaleta, J.³ Michl, J.⁴

20
- 0000960120
- K. B. Wiberg, N. McMurdie, J. Am. Chem. Soc. 1994, 116, 11990-11998.
- (1994) J. Am. Chem. Soc. , vol.116 , pp. 11990-11998
- Wiberg, K.B.¹ McMurdie, N.²

21
- 80055060816
- For a recent review, see
- For a recent review, see:, L. Liang, D. Astruc, Coord. Chem. Rev. 2011, 255, 2933-2945.
- (2011) Coord. Chem. Rev. , vol.255 , pp. 2933-2945
- Liang, L.¹ Astruc, D.²

22
- 0035874705
- Chem. Rev. 2000, 100, 169 -234., J. Org. Chem. 1995, 60, 297 -300., J. Am. Chem. Soc. 1994, 116, 7637 -7641 B. P. Branchaud, A. G. Glenn, H. C. Stiasny, J. Org. Chem. 1991, 56, 6656-6659
- M. T. Hossain, J. W. Timberlake, J. Org. Chem. 2001, 66, 4409-4412., M. D. Levin, P. Kaszynski, J. Michl, Chem. Rev. 2000, 100, 169 -234., W. F. Bailey, E. R. Punzalan, E. W. Della, D. K. Taylor, J. Org. Chem. 1995, 60, 297 -300., U. Bunz, W. Herpich, J. Podlech, K. Polborn, A. Pratzel, D. S. Stephenson, G. Szeimies, J. Am. Chem. Soc. 1994, 116, 7637 -7641 B. P. Branchaud, A. G. Glenn, H. C. Stiasny, J. Org. Chem. 1991, 56, 6656-6659
- (2001) J. Org. Chem. , vol.66 , pp. 4409-4412
- Hossain, M.T.¹ Timberlake, J.W.² Levin, M.D.³ Kaszynski, P.⁴ Michl, J.⁵ Bailey, W.F.⁶ Punzalan, E.R.⁷ Della, E.W.⁸ Taylor, D.K.⁹ Bunz, U.¹⁰ Herpich, W.¹¹ Podlech, J.¹² Polborn, K.¹³ Pratzel, A.¹⁴ Stephenson, D.S.¹⁵ Szeimies, G.¹⁶

23
- 0013031690
- D. E. Applequist, T. L. Renken, J. W. Wheeler, J. Org. Chem. 1982, 47, 4985-4995.
- (1982) J. Org. Chem. , vol.47 , pp. 4985-4995
- Applequist, D.E.¹ Renken, T.L.² Wheeler, J.W.³

24
- 80052309777
- Numerous reaction mechanisms have been proposed for the azide/alkyne 1,3-dipolar cycloaddition reaction, particularly for the Cu-catalyzed reaction; for recent contributions, see
- Numerous reaction mechanisms have been proposed for the azide/alkyne 1,3-dipolar cycloaddition reaction, particularly for the Cu-catalyzed reaction; for recent contributions, see:, G.-C. Kuang, P. M. Guha, W. S. Brotherton, J. T. Simmons, L. A. Stankee, B. T. Nguyen, R. J. Clark, L. Zhu, J. Am. Chem. Soc. 2011, 133, 13984-14001.
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 13984-14001
- Kuang, G.-C.¹ Guha, P.M.² Brotherton, W.S.³ Simmons, J.T.⁴ Stankee, L.A.⁵ Nguyen, B.T.⁶ Clark, R.J.⁷ Zhu, L.⁸

25
- 80052309777
- G.-C. Kuang, P. M. Guha, W. S. Brotherton, J. T. Simmons, L. A. Stankee, B. T. Nguyen, R. J. Clark, L. Zhu, J. Am. Chem. Soc. 2011, 133, 13984-14001.
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 13984-14001
- Kuang, G.-C.¹ Guha, P.M.² Brotherton, W.S.³ Simmons, J.T.⁴ Stankee, L.A.⁵ Nguyen, B.T.⁶ Clark, R.J.⁷ Zhu, L.⁸

26
- 77955632895
- S. Sun, P. Wu, J. Phys. Chem. A 2010, 114, 8331-8336.
- (2010) J. Phys. Chem. A , vol.114 , pp. 8331-8336
- Sun, S.¹ Wu, P.²

27
- 33644503607
- Chem. Commun. 2000, 24, 2485 -2486., Eur. J. Inorg. Chem. 1999, 195 -200
- B. Ramachandran, C. Knobler, F. Hawthorne, J. Mol. Struct. 2006, 785, 167-169., H. Lee, C. Knobler, F. Hawthorne, Chem. Commun. 2000, 24, 2485 -2486., M. Hardie, C. Raston, Eur. J. Inorg. Chem. 1999, 195 -200.
- (2006) J. Mol. Struct. , vol.785 , pp. 167-169
- Ramachandran, B.¹ Knobler, C.² Hawthorne, F.³ Lee, H.⁴ Knobler, C.⁵ Hawthorne, F.⁶ Hardie, M.⁷ Raston, C.⁸

28
- 41249094087
- Angew. Chem. Int. Ed. 2007, 46, 8945 - 8947
- M. A. Garcia-Garibay, Angew. Chem. 2007, 119, 9103; Angew. Chem. Int. Ed. 2007, 46, 8945-8947.
- (2007) Angew. Chem. , vol.119 , pp. 9103
- Garcia-Garibay, M.A.¹

29
- 33746493373
- T.-A. V. Khuong
- T.-A. V. Khuong, J. E. Nunez, E. Godinez, M. A. Garcia-Garibay, Acc. Chem. Res. 2006, 39, 413-422.
- (2006) Acc. Chem. Res. , vol.39 , pp. 413-422
- Nunez, J.E.¹ Godinez, E.² Garcia-Garibay, M.A.³

30
- 0004235357
- II
- F. Arndt, Org. Synth. Coll. Vol. 1943, II, 165-166.
- (1943) Org. Synth. Coll. Vol. , pp. 165-166
- Arndt, F.¹

31
- 37549039510
- G. M. Sheldrick, Acta Crystallogr., Sect. A 2008, 64, 112-122.
- (2008) Acta Crystallogr., Sect. A , vol.64 , pp. 112-122
- Sheldrick, G.M.¹

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