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Journal of the American Chemical Society

Volumn 136, Issue 11, 2014, Pages 4109-4112

Overriding ortho-para selectivity via a traceless directing group relay strategy: The meta-selective arylation of phenols

(3) Luo, Junfei a Preciado, Sara a Larrosa, Igor a

a QUEEN MARY UNIVERSITY OF LONDON (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

CARBON DIOXIDE; CHEMICAL REACTIONS; FUNCTIONAL GROUPS;

DIRECTING GROUPS; ELECTRON-DONATING; FUNCTIONALIZATIONS; HYDROXYL GROUPS; PALLADIUM-CATALYZED ARYLATION; PHENOL HYDROXYL GROUP; RELAY STRATEGIES; SYNTHETIC SEQUENCE;

PHENOLS;

CARBON DIOXIDE; PALLADIUM; PHENOL; POLYCYCLIC AROMATIC HYDROCARBON;

ARTICLE; ARYLATION; CONTROLLED STUDY; DECARBOXYLATION; ONE POT SYNTHESIS;

CARBON DIOXIDE; CATALYSIS; MOLECULAR STRUCTURE; PALLADIUM; PHENOLS; STEREOISOMERISM;

EID: 84896519308 PISSN: 00027863 EISSN: 15205126 Source Type: Journal
DOI: 10.1021/ja500457s Document Type: Article

Times cited : (282)

References (59)

1
- 0003904089
- Elsevier.
- Tyman, J. H. P. Synthetic and Natural Phenols; Elsevier: 1996.
- (1996) Synthetic and Natural Phenols
- Tyman, J.H.P.¹

2
- 0347296197
- Bedford, R. B.; Coles, S. J.; Hursthouse, M. B.; Limmert, M. E. Angew. Chem., Int. Ed. 2003, 42, 112-114
- (2003) Angew. Chem., Int. Ed. , vol.42 , pp. 112-114
- Bedford, R.B.¹ Coles, S.J.² Hursthouse, M.B.³ Limmert, M.E.⁴

3
- 84874406771
- Truong, T.; Daugulis, O. Chem. Sci. 2013, 4, 531-535
- (2013) Chem. Sci. , vol.4 , pp. 531-535
- Truong, T.¹ Daugulis, O.²

4
- 78650891905
- Ciana, C.-L.; Phipps, R. J.; Brandt, J. R.; Meyer, F.-M.; Gaunt, M. J. Angew. Chem., Int. Ed. 2011, 50, 458-462
- (2011) Angew. Chem., Int. Ed. , vol.50 , pp. 458-462
- Ciana, C.-L.¹ Phipps, R.J.² Brandt, J.R.³ Meyer, F.-M.⁴ Gaunt, M.J.⁵

5
- 79960078229
- Izawa, Y.; Pun, D.; Stahl, S. S. Science 2011, 333, 209-213
- (2011) Science , vol.333 , pp. 209-213
- Izawa, Y.¹ Pun, D.² Stahl, S.S.³

6
- 84875326102
- Izawa, Y.; Zheng, C.; Stahl, S. S. Angew. Chem., Int. Ed. 2013, 52, 3672-3675
- (2013) Angew. Chem., Int. Ed. , vol.52 , pp. 3672-3675
- Izawa, Y.¹ Zheng, C.² Stahl, S.S.³

7
- 79952517227
- Auvinet, A.-L.; Harrity, J. P. A. Angew. Chem., Int. Ed. 2011, 50, 2769-2772
- (2011) Angew. Chem., Int. Ed. , vol.50 , pp. 2769-2772
- Auvinet, A.-L.¹ Harrity, J.P.A.²

8
- 70350590893
- Tlili, A.; Xia, N.; Monnier, F.; Taillefer, M. Angew. Chem., Int. Ed. 2009, 48, 8725-8728
- (2009) Angew. Chem., Int. Ed. , vol.48 , pp. 8725-8728
- Tlili, A.¹ Xia, N.² Monnier, F.³ Taillefer, M.⁴

9
- 33747793704
- Anderson, K. W.; Ikawa, T.; Tundel, R. E.; Buchwald, S. L. J. Am. Chem. Soc. 2006, 128, 10694-10695
- (2006) J. Am. Chem. Soc. , vol.128 , pp. 10694-10695
- Anderson, K.W.¹ Ikawa, T.² Tundel, R.E.³ Buchwald, S.L.⁴

10
- 84862908213
- Zou, Y.-Q.; Chen, J.-R.; Liu, X.-P.; Lu, L.-Q.; Davis, R. L.; Jørgensen, K. A.; Xiao, W.-J. Angew. Chem., Int. Ed. 2012, 51, 784-788
- (2012) Angew. Chem., Int. Ed. , vol.51 , pp. 784-788
- Zou, Y.-Q.¹ Chen, J.-R.² Liu, X.-P.³ Lu, L.-Q.⁴ Davis, R.L.⁵ Jørgensen, K.A.⁶ Xiao, W.-J.⁷

11
- 84869436026
- Truong, T.; Daugulis, O. Angew. Chem., Int. Ed. Engl. 2012, 51, 11677-11679
- (2012) Angew. Chem., Int. Ed. Engl. , vol.51 , pp. 11677-11679
- Truong, T.¹ Daugulis, O.²

12
- 84885990035
- Juliá-Hernández, F.; Simonetti, M.; Larrosa, I. Angew. Chem., Int. Ed. 2013, 52, 11458-11460
- (2013) Angew. Chem., Int. Ed. , vol.52 , pp. 11458-11460
- Juliá-Hernández, F.¹ Simonetti, M.² Larrosa, I.³

13
- 0037059546
- Cho, J.-Y.; Tse, M. K.; Holmes, D.; Maleczka, R. E.; Smith, M. R. Science 2002, 295, 305-308
- (2002) Science , vol.295 , pp. 305-308
- Cho, J.-Y.¹ Tse, M.K.² Holmes, D.³ Maleczka, R.E.⁴ Smith, M.R.⁵

14
- 0037160365
- Ishiyama, T.; Takagi, J.; Ishida, K.; Miyaura, N.; Anastasi, N. R.; Hartwig, J. F. J. Am. Chem. Soc. 2002, 124, 390-391
- (2002) J. Am. Chem. Soc. , vol.124 , pp. 390-391
- Ishiyama, T.¹ Takagi, J.² Ishida, K.³ Miyaura, N.⁴ Anastasi, N.R.⁵ Hartwig, J.F.⁶

15
- 62849102089
- Phipps, R. J.; Gaunt, M. J. Science 2009, 323, 1593-1597
- (2009) Science , vol.323 , pp. 1593-1597
- Phipps, R.J.¹ Gaunt, M.J.²

16
- 78650911631
- Duong, H. A.; Gilligan, R. E.; Cooke, M. L.; Phipps, R. J; Gaunt, M. J. Angew. Chem., Int. Ed. 2011, 50, 463-466
- (2011) Angew. Chem., Int. Ed. , vol.50 , pp. 463-466
- Duong, H.A.¹ Gilligan, R.E.² Cooke, M.L.³ Phipps, R.J.⁴ Gaunt, M.J.⁵

17
- 82555187153
- Saidi, O.; Marafie, J.; Ledger, A. E. W.; Liu, P. M.; Mahon, M. F.; Kociok-Kohn, G.; Whittlesey, M. K.; Frost, C. G. J. Am. Chem. Soc. 2011, 133, 19298-19301
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 19298-19301
- Saidi, O.¹ Marafie, J.² Ledger, A.E.W.³ Liu, P.M.⁴ Mahon, M.F.⁵ Kociok-Kohn, G.⁶ Whittlesey, M.K.⁷ Frost, C.G.⁸

18
- 84876484708
- Hofmann, N.; Ackermann, L. J. Am. Chem. Soc. 2013, 135, 5877-5884
- (2013) J. Am. Chem. Soc. , vol.135 , pp. 5877-5884
- Hofmann, N.¹ Ackermann, L.²

19
- 84862977089
- Leow, D.; Li, G.; Mei, T.-S.; Yu, J.-Q. Nature 2012, 486, 518-522
- (2012) Nature , vol.486 , pp. 518-522
- Leow, D.¹ Li, G.² Mei, T.-S.³ Yu, J.-Q.⁴

20
- 84878229794
- Dai, H.-X.; Li, G.; Zhang, X.-G.; Stepan, A. F.; Yu, J.-Q. J. Am. Chem. Soc. 2013, 135, 7567-7571
- (2013) J. Am. Chem. Soc. , vol.135 , pp. 7567-7571
- Dai, H.-X.¹ Li, G.² Zhang, X.-G.³ Stepan, A.F.⁴ Yu, J.-Q.⁵

21
- 84889795240
- Wan, L.; Dastbaravardeh, N.; Li, G.; Yu, J.-Q. J. Am. Chem. Soc. 2013, 135, 18056-18059
- (2013) J. Am. Chem. Soc. , vol.135 , pp. 18056-18059
- Wan, L.¹ Dastbaravardeh, N.² Li, G.³ Yu, J.-Q.⁴

22
- 33846918696
- Alberico, D.; Scott, M. E.; Lautens, M. Chem. Rev. 2007, 107, 174
- (2007) Chem. Rev. , vol.107 , pp. 174
- Alberico, D.¹ Scott, M.E.² Lautens, M.³

23
- 72449170089
- Ackermann, L.; Vicente, R.; Kapdi, A. R. Angew. Chem., Int. Ed. 2009, 48, 9792
- (2009) Angew. Chem., Int. Ed. , vol.48 , pp. 9792
- Ackermann, L.¹ Vicente, R.² Kapdi, A.R.³

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

25
- 68949185025
- Daugulis, O.; Do, H.-Q.; Shabashov, D. Acc. Chem. Res. 2009, 42, 1074
- (2009) Acc. Chem. Res. , vol.42 , pp. 1074
- Daugulis, O.¹ Do, H.-Q.² Shabashov, D.³

26
- 77949381429
- Lyons, T. W.; Sanford, M. S. Chem. Rev. 2010, 110, 1147
- (2010) Chem. Rev. , vol.110 , pp. 1147
- Lyons, T.W.¹ Sanford, M.S.²

27
- 33750866503
- Eds. 1 st ed. Springer: Berlin Heidelberg.
- Yu, J.-Q.; Shi, Z., Eds. Topics in Current Chemistry: C-H Activation, 1 st ed.; Springer: Berlin Heidelberg, 2010.
- (2010) Topics in Current Chemistry: C-H Activation
- Yu, J.-Q.¹ Shi, Z.²

28
- 80054105790
- Wencel-Delord, J.; Dröge, T.; Liu, F.; Glorius, F. Chem. Soc. Rev. 2011, 40, 4740
- (2011) Chem. Soc. Rev. , vol.40 , pp. 4740
- Wencel-Delord, J.¹ Dröge, T.² Liu, F.³ Glorius, F.⁴

29
- 84865838463
- Yamaguchi, J.; Yamaguchi, A. D.; Itami, K. Angew. Chem., Int. Ed. Engl. 2012, 51, 8960
- (2012) Angew. Chem., Int. Ed. Engl. , vol.51 , pp. 8960
- Yamaguchi, J.¹ Yamaguchi, A.D.² Itami, K.³

30
- 79952257204
- Rousseau, G.; Breit, B. Angew. Chem., Int. Ed. 2011, 50, 2450-2494
- (2011) Angew. Chem., Int. Ed. , vol.50 , pp. 2450-2494
- Rousseau, G.¹ Breit, B.²

31
- 67650558689
- Ihara, H.; Suginome, M. J. Am. Chem. Soc. 2009, 131, 7502
- (2009) J. Am. Chem. Soc. , vol.131 , pp. 7502
- Ihara, H.¹ Suginome, M.²

32
- 77955837658
- García-Rubia, A.; Urones, B.; Gómez Arrayás, R.; Carretero, J. C. Chem.-Eur. J. 2010, 16, 9676
- (2010) Chem. - Eur. J. , vol.16 , pp. 9676
- García-Rubia, A.¹ Urones, B.² Gómez Arrayás, R.³ Carretero, J.C.⁴

33
- 77950275411
- Robbins, D. W.; Boebel, T. A.; Hartwig, J. F. J. Am. Chem. Soc. 2010, 132, 4068
- (2010) J. Am. Chem. Soc. , vol.132 , pp. 4068
- Robbins, D.W.¹ Boebel, T.A.² Hartwig, J.F.³

34
- 79952597273
- García-Rubia, A.; Fernández-Ibáñez, M. á.; Gómez Arrayás, R.; Carretero, J. C. Chem.-Eur. J. 2011, 17, 3567
- (2011) Chem. - Eur. J. , vol.17 , pp. 3567
- García-Rubia, A.¹ Fernández-Ibáñez, M.A.² Gómez Arrayás, R.³ Carretero, J.C.⁴

35
- 80855156728
- García-Rubia, A.; Fernández-Ibáñez, M. á.; Gómez Arrayás, R.; Carretero, J. C. Angew. Chem., Int. Ed. 2011, 50, 10927
- (2011) Angew. Chem., Int. Ed. , vol.50 , pp. 10927
- García-Rubia, A.¹ Fernández-Ibáñez, M.A.² Gómez Arrayás, R.³ Carretero, J.C.⁴

36
- 80051582857
- Huang, C.; Chattopadhyay, B.; Gevorgyan, V. J. Am. Chem. Soc. 2011, 133, 12406
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 12406
- Huang, C.¹ Chattopadhyay, B.² Gevorgyan, V.³

37
- 79951841209
- Richter, H.; Beckendorf, S.; Mancheño, O. G. Adv. Synth. Catal. 2011, 353, 295
- (2011) Adv. Synth. Catal. , vol.353 , pp. 295
- Richter, H.¹ Beckendorf, S.² Mancheño, O.G.³

38
- 83755195527
- Wang, C.; Ge, H. Chem.-Eur. J. 2011, 17, 14371
- (2011) Chem. - Eur. J. , vol.17 , pp. 14371
- Wang, C.¹ Ge, H.²

39
- 79955691468
- Dai, H.-X.; Stepan, A. F.; Plummer, M. S.; Zhang, Y.-H.; Yu, J.-Q. J. Am. Chem. Soc. 2011, 133, 7222
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 7222
- Dai, H.-X.¹ Stepan, A.F.² Plummer, M.S.³ Zhang, Y.-H.⁴ Yu, J.-Q.⁵

40
- 80053163428
- Cornella, J.; Righi, M.; Larrosa, I. Angew. Chem., Int. Ed. 2011, 50, 9429-9432
- (2011) Angew. Chem., Int. Ed. , vol.50 , pp. 9429-9432
- Cornella, J.¹ Righi, M.² Larrosa, I.³

41
- 84857207395
- Ackermann, L.; Diers, E.; Manvar, A. Org. Lett. 2012, 14, 1154
- (2012) Org. Lett. , vol.14 , pp. 1154
- Ackermann, L.¹ Diers, E.² Manvar, A.³

42
- 84859129444
- Gulevich, A. V; Melkonyan, F. S.; Sarkar, D.; Gevorgyan, V. J. Am. Chem. Soc. 2012, 134, 5528
- (2012) J. Am. Chem. Soc. , vol.134 , pp. 5528
- Gulevich, A.V.¹ Melkonyan, F.S.² Sarkar, D.³ Gevorgyan, V.⁴

43
- 84919668694
- Kolbe, H. Justus Liebigs Ann. Chem. 1860, 113, 125-127
- (1860) Justus Liebigs Ann. Chem. , vol.113 , pp. 125-127
- Kolbe, H.¹

44
- 33947461091
- Lindsey, A.; Jeskey, H. Chem. Rev. 1957, 1928, 583-620
- (1957) Chem. Rev. , vol.1928 , pp. 583-620
- Lindsey, A.¹ Jeskey, H.²

45
- 77957766575
- Satoh, T.; Miura, M. Synthesis 2010, 3395
- (2010) Synthesis , pp. 3395
- Satoh, T.¹ Miura, M.²

46
- 80054968939
- Rodriguez, N.; Goossen, L. J. Chem. Soc. Rev. 2011, 40, 5030
- (2011) Chem. Soc. Rev. , vol.40 , pp. 5030
- Rodriguez, N.¹ Goossen, L.J.²

47
- 84857394510
- Cornella, J.; Larrosa, I. Synthesis 2012, 653
- (2012) Synthesis , pp. 653
- Cornella, J.¹ Larrosa, I.²

48
- 84864437112
- Dzik, W. I.; Lange, P. P.; Goossen, L. J. Chem. Sci. 2012, 3, 2671
- (2012) Chem. Sci. , vol.3 , pp. 2671
- Dzik, W.I.¹ Lange, P.P.² Goossen, L.J.³

49
- 70450182929
- Goossen, L. J.; Linder, C.; Rodríguez, N.; Lange, P. P.; Fromm, A. Chem. Commun. 2009, 7173
- (2009) Chem. Commun. , pp. 7173
- Goossen, L.J.¹ Linder, C.² Rodríguez, N.³ Lange, P.P.⁴ Fromm, A.⁵

50
- 70450172140
- Cornella, J.; Sanchez, C.; Banawa, D.; Larrosa, I. Chem. Commun. 2009, 7176-7178
- (2009) Chem. Commun. , pp. 7176-7178
- Cornella, J.¹ Sanchez, C.² Banawa, D.³ Larrosa, I.⁴

51
- 84864248621
- Seo, S.; Taylor, J. B.; Greaney, M. F. Chem. Commun. 2012, 48, 8270
- (2012) Chem. Commun. , vol.48 , pp. 8270
- Seo, S.¹ Taylor, J.B.² Greaney, M.F.³

52
- 84859219639
- Grainger, R.; Nikmal, A.; Cornella, J.; Larrosa, I. Org. Biomol. Chem. 2012, 10, 3172
- (2012) Org. Biomol. Chem. , vol.10 , pp. 3172
- Grainger, R.¹ Nikmal, A.² Cornella, J.³ Larrosa, I.⁴

53
- 34547883488
- Chiong, H. A.; Pham, Q.-N.; Daugulis, O. J. Am. Chem. Soc. 2007, 129, 9879-9884
- (2007) J. Am. Chem. Soc. , vol.129 , pp. 9879-9884
- Chiong, H.A.¹ Pham, Q.-N.² Daugulis, O.³

54
- 58849130239
- Wang, D.-H.; Mei, T.-S.; Yu, J.-Q. J. Am. Chem. Soc. 2008, 130, 17676-17677
- (2008) J. Am. Chem. Soc. , vol.130 , pp. 17676-17677
- Wang, D.-H.¹ Mei, T.-S.² Yu, J.-Q.³

55
- 84873946104
- Arroniz, C.; Ironmonger, A.; Rassias, G.; Larrosa, I. Org. Lett. 2013, 15, 910-913
- (2013) Org. Lett. , vol.15 , pp. 910-913
- Arroniz, C.¹ Ironmonger, A.² Rassias, G.³ Larrosa, I.⁴

56
- 33745453356
- Organ, M. G.; Avola, S.; Dubovyk, I.; Hadei, N.; Kantchev, E. A. B.; O'Brien, C. J.; Valente, C. Chem.-Eur. J. 2006, 12, 4749-4755
- (2006) Chem. - Eur. J. , vol.12 , pp. 4749-4755
- Organ, M.G.¹ Avola, S.² Dubovyk, I.³ Hadei, N.⁴ Kantchev, E.A.B.⁵ O'Brien, C.J.⁶ Valente, C.⁷

57
- 79952600795
- Jalalian, N.; Ishikawa, E. E.; Silva, L. F.; Olofsson, B. Org. Lett. 2011, 13, 1552-1555
- (2011) Org. Lett. , vol.13 , pp. 1552-1555
- Jalalian, N.¹ Ishikawa, E.E.² Silva, L.F.³ Olofsson, B.⁴

58
- 84883825239
- Hama, T.; Ge, S.; Hartwig, J. F. J. Org. Chem. 2013, 78, 8250-8266
- (2013) J. Org. Chem. , vol.78 , pp. 8250-8266
- Hama, T.¹ Ge, S.² Hartwig, J.F.³

59
- 84896541019
- (Cellzome UK Ltd.) European Patent Appl. EP1849762A1.
- Wilson, F.; Reid, A.; Reader, V.; Harrison, R. J.; Sunose, M.; Hernandez-Perni, R.; Mayor, J.; Boussard, C.; Smelt, K.; Taylor, J.; Le Formal, A.; Cansfield, A.; Burckhardt, S. (Cellzome UK Ltd.) European Patent Appl. EP1849762A1, 2007.
- (2007)
- Wilson, F.¹ Reid, A.² Reader, V.³ Harrison, R.J.⁴ Sunose, M.⁵ Hernandez-Perni, R.⁶ Mayor, J.⁷ Boussard, C.⁸ Smelt, K.⁹ Taylor, J.¹⁰ Le Formal, A.¹¹ Cansfield, A.¹² Burckhardt, S.¹³

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