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Volumn 7, Issue 20, 2009, Pages 4271-4278

A site selective C-H arylation of free-(NH2) adenines with aryl chlorides: Application to the synthesis of 6,8-disubstituted adenines

(4) Sahnoun, Sophian a Messaoudi, Samir a Brion, Jean Daniel a Alami, Mouâd a

a UNIVERSITÉ PARIS SACLAY (France)

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIC COMPOUNDS; CHEMICAL REACTIONS; CHLORINE COMPOUNDS; COPPER COMPOUNDS; EXCITONS;

ARYL CHLORIDE; ARYL HALIDES; ARYLATIONS; C-H ARYLATION; PROCESS-BASED; SITE SELECTIVE;

IODINE COMPOUNDS;

EID: 70349792502 PISSN: 14770520 EISSN: None Source Type: Journal
DOI: 10.1039/b912033e Document Type: Article

Times cited : (53)

References (42)

1
- 33746827430
- M. Legraverend D. S. Grierson Bioorg. Med. Chem. 2006 14 3987 4006
- (2006) Bioorg. Med. Chem. , vol.14 , pp. 3987-4006
- Legraverend, M.¹ Grierson, D.S.²

2
- 0037665145
- L. Meijer E. Raymond Acc. Chem. Res. 2003 36 417 425
- (2003) Acc. Chem. Res. , vol.36 , pp. 417-425
- Meijer, L.¹ Raymond, E.²

3
- 51849106058
- N. Oumata K. Bettayeb Y. Ferandin L. Demange A. Lopez-Giral M. L. Goddard V. Myrianthopoulos E. Mikros M. Flajolet P. Greengard L. Meijer H. Galons J. Med. Chem. 2008 51 5229 5242
- (2008) J. Med. Chem. , vol.51 , pp. 5229-5242
- Oumata, N.¹ Bettayeb, K.² Ferandin, Y.³ Demange, L.⁴ Lopez-Giral, A.⁵ Goddard, M.L.⁶ Myrianthopoulos, V.⁷ Mikros, E.⁸ Flajolet, M.⁹ Greengard, P.¹⁰ Meijer, L.¹¹ Galons, H.¹²

4
- 0034642532
- T. M. Sielecki J. F. Boylan P. A. Benfield G. L. Trainor J. Med. Chem. 2000 43 1 18
- (2000) J. Med. Chem. , vol.43 , pp. 1-18
- Sielecki, T.M.¹ Boylan, J.F.² Benfield, P.A.³ Trainor, G.L.⁴

5
- 0034597580
- P. Ducrot M. Legraverend D. S. Grierson J. Med. Chem. 2000 43 4098 4108
- (2000) J. Med. Chem. , vol.43 , pp. 4098-4108
- Ducrot, P.¹ Legraverend, M.² Grierson, D.S.³

6
- 0029839205
- A. Dhainaut G. Regnier A. Tizot A. Pierre S. Leonce N. Guilbaud L. Kraus-Berthier G. Atassi J. Med. Chem. 1996 39 4099 4108
- (1996) J. Med. Chem. , vol.39 , pp. 4099-4108
- Dhainaut, A.¹ Regnier, G.² Tizot, A.³ Pierre, A.⁴ Leonce, S.⁵ Guilbaud, N.⁶ Kraus-Berthier, L.⁷ Atassi, G.⁸

7
- 0027478060
- P. A. Bonnet R. K. Robins J. Med. Chem. 1993 36 635 653
- (1993) J. Med. Chem. , vol.36 , pp. 635-653
- Bonnet, P.A.¹ Robins, R.K.²

8
- 0036836964
- G. Chiosis B. Lucas A. Shtil H. Huezo N. Rosen Bioorg. Med. Chem. 2002 10 3555 3564
- (2002) Bioorg. Med. Chem. , vol.10 , pp. 3555-3564
- Chiosis, G.¹ Lucas, B.² Shtil, A.³ Huezo, H.⁴ Rosen, N.⁵

9
- 3042553538
- M. Vilenchik D. Solit A. Basso H. Huezo B. Lucas H. He N. Rosen C. Spampinato P. Modrich G. Chiosis Chem. Biol. 2004 11 787 797
- (2004) Chem. Biol. , vol.11 , pp. 787-797
- Vilenchik, M.¹ Solit, D.² Basso, A.³ Huezo, H.⁴ Lucas, B.⁵ He, H.⁶ Rosen, N.⁷ Spampinato, C.⁸ Modrich, P.⁹ Chiosis, G.¹⁰

10
- 31544433450
- M. A. Biamonte J. Shi K. Hong D. C. Hurst L. Zhang J. Fan D. J. Busch P. L. Karjian A. A. Maldonado J. L. Sensintaffar Y. C. Yang A. Kamal R. E. Lough K. Lundgren F. J. Burrows G. A. Timony M. F. Boehm S. R. Kasibhatla J. Med. Chem. 2006 49 817 828
- (2006) J. Med. Chem. , vol.49 , pp. 817-828
- Biamonte, M.A.¹ Shi, J.² Hong, K.³ Hurst, D.C.⁴ Zhang, L.⁵ Fan, J.⁶ Busch, D.J.⁷ Karjian, P.L.⁸ Maldonado, A.A.⁹ Sensintaffar, J.L.¹⁰ Yang, Y.C.¹¹ Kamal, A.¹² Lough, R.E.¹³ Lundgren, K.¹⁴ Burrows, F.J.¹⁵ Timony, G.A.¹⁶ Boehm, M.F.¹⁷ Kasibhatla, S.R.¹⁸

11
- 34250877881
- S.-R. Kasibhatla K. Hong M.-A. Biamonte D.-J. Busch P.-L. Karjian J.-L. Sensintaffar A. Kamal R.-E. Lough J. Brekken K. Lundgren R. Grecko G.-A. Timony Y. Ran R. Mansfield L.-C. Fritz E. Ulm F.-J. Burrows M.-F. Boehm J. Med. Chem. 2007 50 2767 2778
- (2007) J. Med. Chem. , vol.50 , pp. 2767-2778
- Kasibhatla, S.-R.¹ Hong, K.² Biamonte, M.-A.³ Busch, D.-J.⁴ Karjian, P.-L.⁵ Sensintaffar, J.-L.⁶ Kamal, A.⁷ Lough, R.-E.⁸ Brekken, J.⁹ Lundgren, K.¹⁰ Grecko, R.¹¹ Timony, G.-A.¹² Ran, Y.¹³ Mansfield, R.¹⁴ Fritz, L.-C.¹⁵ Ulm, E.¹⁶ Burrows, F.-J.¹⁷ Boehm, M.-F.¹⁸

12
- 55249109007
- S. Messaoudi J.-F. Peyrat J.-B. Brion M. Alami Anti-Cancer Agents Med. Chem. 2008 8 761 782
- (2008) Anti-Cancer Agents Med. Chem. , vol.8 , pp. 761-782
- Messaoudi, S.¹ Peyrat, J.-F.² Brion, J.-B.³ Alami, M.⁴

13
- 48149098365
- M. Legraverend Tetrahedron 2008 64 8585 8603
- (2008) Tetrahedron , vol.64 , pp. 8585-8603
- Legraverend, M.¹

14
- 37849037720
- G. Le Bras C. Radanyi J.-F. Peyrat J.-D. Brion M. Alami V. Marsaud B. Stella J.-M. Renoir J. Med. Chem. 2007 50 6189 6200
- (2007) J. Med. Chem. , vol.50 , pp. 6189-6200
- Le Bras, G.¹ Radanyi, C.² Peyrat, J.-F.³ Brion, J.-D.⁴ Alami, M.⁵ Marsaud, V.⁶ Stella, B.⁷ Renoir, J.-M.⁸

15
- 41349108858
- C. Radanyi G. Le Bras S. Messaoudi C. Bouclier J.-F. Peyrat J.-D. Brion V. Marsaud J.-M. Renoir M. Alami Bioorg. Med. Chem. Lett. 2008 18 2495 2498
- (2008) Bioorg. Med. Chem. Lett. , vol.18 , pp. 2495-2498
- Radanyi, C.¹ Le Bras, G.² Messaoudi, S.³ Bouclier, C.⁴ Peyrat, J.-F.⁵ Brion, J.-D.⁶ Marsaud, V.⁷ Renoir, J.-M.⁸ Alami, M.⁹

16
- 57849109385
- C. Radanyi G. Le Bras V. Marsaud J.-F. Peyrat S. Messaoudi M. G. Catelli J.-D. Brion M. Alami J.-M. Renoir Cancer Lett. 2009 274 88 94
- (2009) Cancer Lett. , vol.274 , pp. 88-94
- Radanyi, C.¹ Le Bras, G.² Marsaud, V.³ Peyrat, J.-F.⁴ Messaoudi, S.⁵ Catelli, M.G.⁶ Brion, J.-D.⁷ Alami, M.⁸ Renoir, J.-M.⁹

17
- 58249122591
- C. Radanyi G. Le Bras C. Bouclier S. Messaoudi J.-F. Peyrat J.-D. Brion M. Alami J.-M. Renoir Biochem. Biophys. Res. Commun. 2009 379 514 518
- (2009) Biochem. Biophys. Res. Commun. , vol.379 , pp. 514-518
- Radanyi, C.¹ Le Bras, G.² Bouclier, C.³ Messaoudi, S.⁴ Peyrat, J.-F.⁵ Brion, J.-D.⁶ Alami, M.⁷ Renoir, J.-M.⁸

18
- 33646581751
- A.-G. Firth I. J. S. Fairlamb K. Darley C.-G. Baumann Tetrahedron Lett. 2006 47 3529 3533
- (2006) Tetrahedron Lett. , vol.47 , pp. 3529-3533
- Firth, A.-G.¹ Fairlamb, I.J.S.² Darley, K.³ Baumann, C.-G.⁴

19
- 33744821955
- P. Capek R. Pohl M. Hocek Org. Biomol. Chem. 2006 4 2278 2284
- (2006) Org. Biomol. Chem. , vol.4 , pp. 2278-2284
- Capek, P.¹ Pohl, R.² Hocek, M.³

20
- 33751564356
- A. Collier G. Wagner Org. Biomol. Chem. 2006 4 4526 4532
- (2006) Org. Biomol. Chem. , vol.4 , pp. 4526-4532
- Collier, A.¹ Wagner, G.²

21
- 37349110643
- A. Collier G. Wagner Chem. Commun. 2008 178 180
- (2008) Chem. Commun. , pp. 178-180
- Collier, A.¹ Wagner, G.²

22
- 67650074177
- For reviews, see:
- Z. Hasnik R. Pohl M. Hocek Synthesis 2009 1309 1317
- (2009) Synthesis , pp. 1309-1317
- Hasnik, Z.¹ Pohl, R.² Hocek, M.³

23
- 33846918696
- D. Alberico M. E. Scott M. Lautens Chem. Rev. 2007 107 174 238
- (2007) Chem. Rev. , vol.107 , pp. 174-238
- Alberico, D.¹ Scott, M.E.² Lautens, M.³

24
- 67649488045
- X. Chen K. M. Engle D. H. Wang J. Q. Yu Angew. Chem., Int. Ed. 2009 48 5094 5115
- (2009) Angew. Chem., Int. Ed. , vol.48 , pp. 5094-5115
- Chen, X.¹ Engle, K.M.² Wang, D.H.³ Yu, J.Q.⁴

25
- 41449090176
- L.-C. Campeau M. Bertrand-Laperle J. P. Leclerc E. Villemure S. Gorelsky K. Fagnou J. Am. Chem. Soc. 2008 130 3276 3277
- (2008) J. Am. Chem. Soc. , vol.130 , pp. 3276-3277
- Campeau, L.-C.¹ Bertrand-Laperle, M.² Leclerc, J.P.³ Villemure, E.⁴ Gorelsky, S.⁵ Fagnou, K.⁶

26
- 43849101552
- F. Bellina S. Cauteruccio A. Di Fiore C. Marchetti R. Rossi Tetrahedron 2008 64 6060 6072
- (2008) Tetrahedron , vol.64 , pp. 6060-6072
- Bellina, F.¹ Cauteruccio, S.² Di Fiore, A.³ Marchetti, C.⁴ Rossi, R.⁵

27
- 35648969183
- G.-L. Turner J.-A. Morris M.-F. Greaney Angew. Chem., Int. Ed. 2007 46 7996 8000
- (2007) Angew. Chem., Int. Ed. , vol.46 , pp. 7996-8000
- Turner, G.-L.¹ Morris, J.-A.² Greaney, M.-F.³

28
- 51649130947
- T. Martin C. Verrier H. Hoarau M. Marsais Org. Lett. 2008 10 2909 2912
- (2008) Org. Lett. , vol.10 , pp. 2909-2912
- Martin, T.¹ Verrier, C.² Hoarau, H.³ Marsais, M.⁴

29
- 34249936878
- D. R. Stuart K. Fagnou Science 2007 316 1172 1132
- (2007) Science , vol.316 , pp. 1172-1132
- Stuart, D.R.¹ Fagnou, K.²

30
- 36148938653
- I. Cerna R. Pohl M. Hocek Chem. Commun. 2007 4729 4730
- (2007) Chem. Commun. , pp. 4729-4730
- Cerna, I.¹ Pohl, R.² Hocek, M.³

31
- 44149100021
- T.-E. Storr A.-G. Firth K. Wilson K. Darley C.-G. Baumann I. J. S. Fairlamb Tetrahedron 2008 64 6125 6137
- (2008) Tetrahedron , vol.64 , pp. 6125-6137
- Storr, T.-E.¹ Firth, A.-G.² Wilson, K.³ Darley, K.⁴ Baumann, C.-G.⁵ Fairlamb, I.J.S.⁶

32
- 56449122843
- For the direct arylation of electron rich-heterocycles with aryl chlorides, see:
- I. Cerna R. Pohl B. Klepetarova M. Hocek J. Org. Chem. 2008 73 9048 9054
- (2008) J. Org. Chem. , vol.73 , pp. 9048-9054
- Cerna, I.¹ Pohl, R.² Klepetarova, B.³ Hocek, M.⁴

33
- 35948944865
- M. Iwasaki H. Yorimitsu K. Oshima Chem. Asian J. 2007 2 1430 1435
- (2007) Chem. Asian J. , vol.2 , pp. 1430-1435
- Iwasaki, M.¹ Yorimitsu, H.² Oshima, K.³

34
- 34247489285
- H. A. Chiong O. Daugulis Org. Lett. 2007 9 1449 1451
- (2007) Org. Lett. , vol.9 , pp. 1449-1451
- Chiong, H.A.¹ Daugulis, O.²

35
- 34548086258
- A.-L. Gottumukkala H. Doucet Eur. J. Inorg. Chem. 2007 23 3629 3632
- (2007) Eur. J. Inorg. Chem. , vol.23 , pp. 3629-3632
- Gottumukkala, A.-L.¹ Doucet, H.²

36
- 0141855223
- K. J. Hodgetts M. T. Kershaw Org. Lett. 2003 5 2911 2914
- (2003) Org. Lett. , vol.5 , pp. 2911-2914
- Hodgetts, K.J.¹ Kershaw, M.T.²

37
- 58149512849
- F. Derridj J. Roger S. Djebbar F. Geneste D. Doucet J. Organomet. Chem. 2009 694 455 465
- (2009) J. Organomet. Chem. , vol.694 , pp. 455-465
- Derridj, F.¹ Roger, J.² Djebbar, S.³ Geneste, F.⁴ Doucet, D.⁵

38
- 33745751315
- M. Cameron B.-S. Foster J.-E. Lynch Y.-J. Shi U.-H. Dolling Org. Process Res. Dev. 2006 10 398 402
- (2006) Org. Process Res. Dev. , vol.10 , pp. 398-402
- Cameron, M.¹ Foster, B.-S.² Lynch, J.-E.³ Shi, Y.-J.⁴ Dolling, U.-H.⁵

39
- 43949146635
- Q. Shen T. Ogata J. F. Hartwig J. Am. Chem. Soc. 2008 130 6586 596
- (2008) J. Am. Chem. Soc. , vol.130 , pp. 6586-6596
- Shen, Q.¹ Ogata, T.² Hartwig, J.F.³

40
- 53849133462
- B. P. Fors D. A. Watson M. R. Biscoe S. L. Buchwald J. Am. Chem. Soc. 2008 130 13552 13554
- (2008) J. Am. Chem. Soc. , vol.130 , pp. 13552-13554
- Fors, B.P.¹ Watson, D.A.² Biscoe, M.R.³ Buchwald, S.L.⁴

41
- 55249095019
- For intra and intermolecular arylation reaction using Pearlman's catalyst, see:
- S. Sahnoun S. Messaoudi J.-F. Peyrat J.-D. Brion M. Alami Tetrahedron Lett. 2008 49 7279 7283
- (2008) Tetrahedron Lett. , vol.49 , pp. 7279-7283
- Sahnoun, S.¹ Messaoudi, S.² Peyrat, J.-F.³ Brion, J.-D.⁴ Alami, M.⁵

42
- 24944485087
- M. Parisien D. Valette K. Fagnou J. Org. Chem. 2005 70 7578
- (2005) J. Org. Chem. , vol.70 , pp. 7578
- Parisien, M.¹ Valette, D.² Fagnou, K.³

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