Erratum: Application of an air stable Pd oxazoline complex for Heck, Suzuki, Sonogashira and related C-C bond-forming reactions (Tetrahedron Letters (2004) 45 (7689) DOI: 10.1016/j.tetlet.2004.08.082);Application of an air stable Pd oxazoline complex for Heck, Suzuki, Sonogashira and related C-C bond-forming reactions

Tetrahedron Letters

Volumn 45, Issue 41, 2004, Pages 7689-7691

  Gossage, Robert A ^a   Jenkins, Hilary A ^b   Yadav, Paras N ^a  

^a Elliott Hall Dept Chem Acadia U   (United States)

^b SAINT MARY S UNIVERSITY   (Canada)

Author keywords

C C bond formation; Catalysis; Heck; Oxazoline; Palladium; Sonogashira; Suzuki

Indexed keywords

ARTICLE; CATALYST; CHEMICAL BOND; CHEMICAL REACTION; COMPLEX FORMATION; OXIDATION; SONOGASHIRA REACTION; SUZUKI REACTION;

LATEOLABRAX JAPONICUS;

EID: 4644283016     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2005.05.098     Document Type: Erratum

References (47)

1. R.H. Crabtree The Organometallic Chemistry of the Transition Metals 3rd ed. 2001 John-Wiley Toronto Section 9.6
2. G.O. Spessard, and G.L. Miessler Organometallic Chemistry 1997 Prentice-Hall Toronto Chapter 9-11
3. I. Omae Applications of Organometallic Compounds 1998 John Wiley Toronto Chapter 20
4. E. Negishi J. Organomet. Chem. 653 2002 34
5. J.J. Li, and G.W. Grimble Palladium in Heterocyclic Chemistry 2000 Pergamon NY
6. N. Yasuda J. Organomet. Chem. 653 2002 279
7. I.P. Beletskaya, and A.V. Cheprakov Chem. Rev. 100 2000 3009
8. C.J. Elsevier Coord. Chem. Rev. 185-186 1999 809
9. Recent examples: Pincer ligands: M.-H. Huang, and L.-C. Liang Organometallics 23 2004 2813
10. K. Takenaka, and Y. Uozumi Org. Lett. 6 2004 1833
11. M. van der Boom, and D. Milstein Chem. Rev. 103 2003 1759 and references cited therein
12. I.P. Beletskaya, A.V. Chuchurjukin, H.P. Dijkstra, G.P.M. van Klink, and G. van Koten Tetrahedron Lett. 41 2000 1075
13. Carbenes: W.A. Herrmann Angew. Chem., Int. Ed. 41 2002 1290
14. M. Eckhardt, and G. Fu J. Am. Chem. Soc. 125 2003 13642
15. O. Navarro, H. Kaur, P. Mahjoor, and S.P. Nolan J. Org. Chem. 69 2004 3173
16. A.C. Hillier, G.A. Grasa, M.S. Viciu, H.-M. Lee, C. Yang, and S.P. Nolan J. Organomet. Chem. 653 2002 69
17. Basic phosphines: W. Su, S. Urgaonkar, and J.G. Verkade Org. Lett. 6 2004 1421
18. A. Zapf, R. Jackstell, F. Rataboul, T. Reirmeier, A. Monsees, C. Fuhrmann, N. Shaikh, U. Dingerdissen, and M. Beller Chem. Commun. 2004 38
19. G.C. Fu J. Org. Chem. 69 2004 3245
20. Imines: G.A. Grasa, A.C. Hillier, and S.P. Nolan Org. Lett. 3 2001 1077
21. Palladacycles: R.B. Bedford Chem. Commun. 2003 1787 and references cited therein
22. Tetrazoles: A.K. Gupta, C.-H. Song, and C.-H. Oh Tetrahedron Lett. 45 2004 4113
23. Nitriles: S. Ma, Q. Wei, and H. Ren Tetrahedron Lett. 45 2004 3517
24. Polymer systems: P. Mastrorilli, and C.F. Nobile Coord. Chem. Rev. 248 2004 377
25. Thioureas: D. Yang, Y.-C. Chen, and N.-Y. Zhu Org. Lett. 6 2004 1577
26. Ionic liquids: S.B. Park, and H. Alper Chem. Commun. 2004 1306
27. M. Gómez, G. Muller, and M. Rocamora Coord. Chem. Rev. 193-195 1999 769
28. T.M. Barclay, I. del Rí-o, R.A. Gossage, and S.M. Jackson Can. J. Chem. 81 2003 1482
29. K.M. Button, R.A. Gossage, and R.K.R. Phillips Synth. Commun. 32 2002 363
30. K.M. Button, and R.A. Gossage J. Heterocycl. Chem. 40 2003 513
31. J.T. Banks, K.M. Button, R.A. Gossage, T.D. Hamilton, and K.E. Kershaw Heterocycles 55 2001 2251
32. (e) Gossage, R. A.; Sadowy, A. L. Lett. Org. Chem., in press
33. T.G. Bassiri, A. Levy, and M. Litt Polym. Lett. 5 1967 871
34. 2Pd: C, 31.98 (31.73), H, 4.83 (4.63), N, 7.46 (7.41)%
35. -3
36. J.N. Harvey, K.M. Heslop, A.G. Orpen, and P.G. Pringle Chem. Commun. 2003 278
37. I.P. Smoliakova, K.J. Keuseman, D.C. Haagenson, D.M. Wellmann, P.B. Colligan, N.A. Kataeva, A.V. Churakov, L.G. Kuz'mina, and V.V. Dunina J. Organomet. Chem. 603 2000 86
38. J.-M. Valk, F. Maassarani, P. van der Sluis, A.L. Spek, J. Boersma, and G. van Koten Organometallics 13 1994 2320
39. R.F. Heck Palladium Reagents in Organic Syntheses 1990 Academic Toronto
40. E. Peris, J.A. Loch, J. Mata, and R.H. Crabtree Chem. Commun. 2001 201
41. G.Y. Li Angew. Chem., Int. Ed. 40 2001 1513
42. G.Y. Li, G. Zheng, and A.F. Noonan J. Org. Chem. 66 2001 8677
43. G.Y. Li J. Org. Chem. 67 2002 3643
44. G.Y. Li J. Organomet. Chem. 653 2002 63
45. S.P. Khanapure, and D.S. Garvey Tetrahedron Lett. 45 2004 5283
46. B. Tao, and D.W. Boykin J. Org. Chem. 69 2004 4330
47. 3Sn(allyl) under standard conditions (toluene, 100°C, 8 h) gave low yields of coupled product in open air. Aspects of these results in relation to the data presented herein will be disclosed separately