Carbon–Carbon Bond Activation with 8-Acylquinolines

Topics in Current Chemistry

Volumn 346, Issue , 2014, Pages 85-110

  Dreis, Ashley M ^a   Douglas, Christopher J ^a  

^a UNIVERSITY OF MINNESOTA   (United States)

Author keywords

8 Acylquinoline; 8 Quinolinyl ketone; All carbon quaternary centers; Bond insertion; Carboacylation; Carbon carbon bond activation; Chelation; Cyclometalation; Directed metalation; Directing group; Metallacycle; Oxidative addition; Rhodium catalyst

Indexed keywords

EID: 84921713676     PISSN: 03401022     EISSN: None     Source Type: Book Series    
DOI: 10.1007/128_2013_523     Document Type: Article

References (46)

1. Crabtree RH (1985) Chem Rev 85:245
2. Rybtchinski B, Milstein D (1999) Angew Chem Int Ed 38:870
3. Jun CH (2004) Chem Soc Rev 33:610
4. Murakami M, Matsuda T (2011) Chem Commun 47:1100
5. Korotvička A, Nečas D, Kotora M (2012) Cur Org Chem 16:1170
6. Ruhland K (2012) Eur J Org Chem 2683
7. Murakami M, Ito Y (1999) In: Murai S (ed) Activation of unreactive bonds and organic synthesis. Springer, New York, pp 97–129
8. Müller E, Segnitz A, Langer E (1969) Tetrahedron Lett 10:1129
9. Dermenci A, Whittaker RE, Dong G (2013) Org Lett 15:2242
10. Suggs JW, Cox SD (1981) J Organomet Chem 221:199
11. Bruce MI (1977) Angew Chem Int Ed 16:73
12. Suggs JW, Jun CH (1984) J Am Chem Soc 106:3054
13. Suggs JW, Wovkulich MJ, Cox SD (1985) Organometallics 4:1101
14. Suggs JW (1978) J Am Chem Soc 100:640
15. Cheng CH, Spivack BD, Eisenberg R (1977) J Am Chem Soc 99:3003
16. Adamson GW, Daly JJ, Forester D (1974) J Organomet Chem 71:C17
17. Hitchcock PB, Lappert MF, McLaughlin GM (1974) J Chem Soc Dalton Trans 68
18. Bombieri G, Graviani R, Panattoni C, Volponi L (1967) J Chem Soc Chem Commun 977a
19. Milstein D (1982) Organometallics 1:1549
20. Suggs JW, Jun CH (1986) J Am Chem Soc 108:4679
21. Flood TC (1981) Top Stereochem 12:37
22. Steenken S, Schushmann HP, von Sonntag C (1975) J Phys Chem 79:763
23. Greene FD (1959) J Am Chem Soc 81:2688
24. Ng FTT, Rempel GL, Halpern J (1982) J Am Chem Soc 104:621
25. Finke RG, Hay BP (1984) Inorg Chem 23:3041
26. Suggs JW, Jun CH (1985) J Chem Soc Chem Commun 92
27. Lee DY, Jun CH (2003) Bull Kor Chem Soc 24:1059
28. Wentzel MT, Reddy VJ, Hyster TK, Douglas CJ (2009) Angew Chem Int Ed 48:6121
29. Wang J, Chen W, Zuo S, Liu L, Zhang X, Wang J (2012) Angew Chem Int Ed 51:12334
30. Tobisu M, Kinuta H, Kita Y, Remond E, Chatani N (2012) J Am Chem Soc 134:115
31. Gribov DV, Pastine SJ, Schnürch M, Sames D (2007) J Am Chem Soc 129:11750
32. Murai S, Kakiuchi F, Sekine S, Tanaka Y, Kamatani A, Sonoda M, Chatani N (1993) Nature 366:529
33. Trost BM, Jiang C (2006) Synthesis 369
34. Christoffers J, Baro A (eds) (2005) Quaternary stereocenters. Wiley, Weinheim
35. Douglas CJ, Overman LE (2004) Proc Natl Acad Sci U S A 101:5363
36. Denissova I, Barriault L (2003) Tetrahedron 59:10105
37. Dreis AM, Douglas CJ (2009) J Am Chem Soc 131:412
38. Rathbun CM, Johnson JB (2011) J Am Chem Soc 133:2031
39. Singleton DA, Thomas AA (1995) J Am Chem Soc 117:9357
40. Frantz DE, Singleton DA, Snyder JP (1997) J Am Chem Soc 119:3383
41. Lutz PJ, Rathbun CM, Stevenson SM, Powell BM, Boman TS, Baxter CE, Zona JM, Johnson JB (2012) J Am Chem Soc 134:715
42. Brown JM, Cooley NA (1988) Chem Rev 88:1031
43. Espinet P, Echavarren AM (2004) Angew Chem Int Ed 43:4704
44. Denmark SE, Sweis RF (2004) J Am Chem Soc 126:4876
45. Jones GD, Martin JL, McFarland C, Allen OR, Hall RE, Haley AD, Brandon RJ, Konovalova T, Desrochers RJ, Pulay P, Vicic DA (2006) J Am Chem Soc 128:13175
46. Nakao Y (2012) Bull Chem Soc Jpn 85:731