Highly efficient Pd-catalyzed cyanation of aryl chlorides and arenesulfonates with potassium ferrocyanide in aqueous media

Catalysis Letters

Volumn 139, Issue 1-2, 2010, Pages 56-60

  Zhang, Junli ^a   Chen, Xiaorong ^a   Hu, Tongjie ^a,b   Zhang, Yuan ^a   Xu, Kunling ^a   Yu, Yanpeng ^a   Huang, Jun ^a  

^a NANJING TECH UNIVERSITY   (China)

^b JIANGSU UNIVERSITY   (China)

Author keywords

Aryl chlorides; Benzonitriles; Cyanation; Palladium; Potassium ferrocyanide; Water

Indexed keywords

AQUEOUS MEDIA; ARENESULFONATES; ARYL CHLORIDE; BENZENESULFONATES; BENZONITRILES; CYANATION; POTASSIUM FERROCYANIDE;

CATALYSIS; CHLORINE COMPOUNDS; POTASSIUM;

PALLADIUM;

EID: 77957796459     PISSN: 1011372X     EISSN: 1572879X     Source Type: Journal    
DOI: 10.1007/s10562-010-0385-1     Document Type: Article

References (31)

1. M Hatsuda M Seki 2005 Tetrahedron 61 9908 9917 1:CAS:528: DC%2BD2MXpvVSnurw%3D 10.1016/j.tet.2005.06.061
2. VY Kukushkin AJL Pombeiro 2002 Chem Rev 102 1771 1802 1:CAS:528:DC%2BD38XitFGisbk%3D 10.1021/cr0103266
3. IP Beletskaya AS Sigeev AS Peregudov PV Petrovskii 2004 J Organomet Chem 689 3810 3812 1:CAS:528:DC%2BD2cXpsVKgtLg%3D 10.1016/j.jorganchem.2004.07.019
4. A Littke M Soumeillant RF Kaltenbach RJ Cherney CM Tarby S Kiau 2007 Org Lett 9 1711 1714 1:CAS:528:DC%2BD2sXjsVait7k%3D 10.1021/ol070372d
5. X Jia D Yang S Zhang J Cheng 2009 Org Lett 11 4716 4719 1:CAS:528:DC%2BD1MXhtFCqtb7N 10.1021/ol9017529
6. M Sundermeier S Mutyala A Zapf A Spannenberg M Beller 2003 J Organomet Chem 684 50 55 1:CAS:528:DC%2BD3sXot1Ogtbs%3D 10.1016/S0022-328X(03)00503-5
7. M Sundermeier A Zapf M Beller 2003 Angew Chem Int Ed 42 1661 1664 1:CAS:528:DC%2BD3sXjtlyitLY%3D 10.1002/anie.200250778
8. Schareina T, Zapf A, Beller M (2004) Chem Commun 1388-1389
9. T Schareina R Jackstell T Schulz A Zapf A Cotté M Gotta M Beller 2009 Adv Synth Catal 351 643 648 1:CAS:528:DC%2BD1MXktlSitLc%3D 10.1002/adsc.200800733
10. T Schareina A Zapf W Mägerlein N Müller M Beller 2007 Tetrahedron Lett 48 1087 1090 1:CAS:528:DC%2BD2sXotFWltA%3D%3D 10.1016/j.tetlet.2006.12.087
11. K Chattopadhyay R Dey BC Ranu 2009 Tetrahedron Lett 50 3164 3167 1:CAS:528:DC%2BD1MXmtVent7g%3D 10.1016/j.tetlet.2009.01.027
12. Y Ren W Wang S Zhao X Tian J Wang W Yin L Cheng 2009 Tetrahedron Lett 50 4595 4597 1:CAS:528:DC%2BD1MXnvVWhtbk%3D 10.1016/j.tetlet.2009.05.073
13. Y Ren Z Liu S Zhao X Tian J Wang W Yin S He 2009 Catal Commun 10 768 771 1:CAS:528:DC%2BD1MXhsVyrtrc%3D 10.1016/j.catcom.2008.11.034
14. SM Islam P Mondal K Tuhina AS Roy S Mondal D Hossain 2010 J Inorg Organomet Polym 20 264 277 1:CAS:528:DC%2BC3cXlsFagt7s%3D 10.1007/s10904-010- 9352-y
15. AR Hajipour K Karami A Pirisedigh 2010 Appl Organometal Chem 24 454 457 1:CAS:528:DC%2BC3cXmt1akt7c%3D
16. C DeBlase NE Leadbeater 2010 Tetrahedron 66 1098 1101 1:CAS:528:DC%2BC3cXjtVGgug%3D%3D 10.1016/j.tet.2009.11.016
17. AF Littke GC Fu 2002 Angew Chem Int Ed 41 4176 4211 1:CAS:528: DC%2BD38XptlGmu7Y%3D 10.1002/1521-3773(20021115)41:22<4176::AID- ANIE4176>3.0.CO;2-U
18. GC Fu 2008 Acc Chem Res 41 1555 1564 1:CAS:528:DC%2BD1cXht1yrtrvO 10.1021/ar800148f
19. N Marion SP Nolan 2008 Acc Chem Res 41 1440 1449 1:CAS:528: DC%2BD1cXhtV2hs7zN 10.1021/ar800020y
20. L Ackermann A Althammer S Fenner 2009 Angew Chem Int Ed 48 201 204 1:CAS:528:DC%2BD1MXos1ChsA%3D%3D 10.1002/anie.200804517
21. L Zhang J Wu 2008 J Am Chem Soc 130 12250 12251 1:CAS:528: DC%2BD1cXhtVeitLnK 10.1021/ja804672m
22. Hu T, Schulz T, Torborg C, Chen X, Wang J, Beller M, Huang J (2009) Chem Comm 7330-7332
23. X Huang KW Anderson D Zim L Jiang A Klapars SL Buchwald 2003 J Am Chem Soc 125 6653 6655 1:CAS:528:DC%2BD3sXjsVCiu74%3D 10.1021/ja035483w
24. KW Anderson SL Buchwald 2005 Angew Chem Int Ed 44 6173 6177 1:CAS:528:DC%2BD2MXhtFWisLbL 10.1002/anie.200502017
25. Beijing Innochem Sci. & Tech. Co., Ltd. website http://www.innochem. cn/
26. D Zim VR Lando J Dupont AL Monteiro 2001 Org Lett 3 3049 3051 1:CAS:528:DC%2BD3MXmtVWksrY%3D 10.1021/ol016526l
27. ZY Tang QS Hu 2004 J Am Chem Soc 126 3058 3059 1:CAS:528: DC%2BD2cXhsVWksLw%3D 10.1021/ja038752r
28. Schade MA, Metzger A, Hug S, Knochel P (2008) Chem Comm 3046-3048
29. JH Choi BC Lee HW Lee I Lee 2002 J Org Chem 67 1277 1281 1:CAS:528:DC%2BD38XotV2gtw%3D%3D 10.1021/jo0161835
30. F Eroglu D Kahya E Erdik 2009 React Kinet Catal Lett 98 365 373 1:CAS:528:DC%2BD1MXhsVahu7%2FF 10.1007/s11144-009-0053-x
31. N Vembu KC Shafna HA Sparkes JAK Howard 2007 Acta Cryst E63 O3545 1:CAS:528:DC%2BD2sXosFKmsbY%3D