Organic Letters
Letter
(7) (a) Snieckus, V. Chem. Rev. 1990, 90, 879−933. (b) Townsend,
C. A.; Bloom, L. M. Tetrahedron Lett. 1981, 22, 3923−3924.
(8) (a) Minisci, F.; Bernardi, R.; Bertini, F.; Galli, R.; Perchinummo,
M. Tetrahedron 1971, 27, 3575−3579. (b) Minisci, F.; Galli, R.;
Cecere, M.; Malatesta, V.; Caronna, T. Tetrahedron Lett. 1968, 9,
5609−5612. (c) Punta, C.; Minisci, F. Trends Heterocycl. Chem. 2008,
13, 1−68.
(9) (a) Ahn, S. K.; Choi, N. S.; Jeong, B. S.; Kim, K. K.; Journ, D. J.;
Kim, J. K.; Lee, S. J.; Kim, J. W.; Hong, C.; Jew, S.-S. J. J. Heterocycl.
Chem. 2000, 37, 1141−1144. (b) DiRocco, D. A.; Dykstra, K.; Krska,
S.; Vachal, P.; Conway, D. V.; Tudge, M. Angew. Chem., Int. Ed. 2014,
53, 4802−4806; Angew. Chem. 2014, 126, 4902−4906. (c) Gui, J.;
Zhou, Q.; Pan, C.-M.; Yabe, Y.; Burns, A. C.; Collins, M. R.; Ornelas,
M. A.; Ishihara, Y.; Baran, P. S. J. Am. Chem. Soc. 2014, 136, 4853−
4856.
(22) Larsen, M. A.; Hartwig, J. F. J. Am. Chem. Soc. 2014, 136,
4287−4299.
(24) (a) Haydl, A. M.; Berthold, D.; Spreider, P. A.; Breit, B. Angew.
Chem., Int. Ed. 2016, 55, 5765−5769; Angew. Chem. 2016, 128,
5859−5863. (b) Liniger, M.; Liu, Y.; Stoltz, B. M. J. Am. Chem. Soc.
2017, 139, 13944−13949.
(25) (a) Litvinas, N. D.; Fier, P. S.; Hartwig, J. F. Angew. Chem., Int.
Ed. 2012, 51, 536−539; Angew. Chem. 2012, 124, 551−554.
(b) Robbins, D. W.; Hartwig, J. F. Angew. Chem., Int. Ed. 2013, 52,
933−937; Angew. Chem. 2013, 125, 967−971. (c) Partridge, B. M.;
Hartwig, J. F. Org. Lett. 2013, 15, 140−143 and ref 21 .
(26) Yasu, Y.; Koike, T.; Akita, M. Chem. Commun. 2013, 49, 2037−
2039.
(27) Sundararaju, B.; Furstner, A. Angew. Chem., Int. Ed. 2013, 52,
̈
14050−14054; Angew. Chem. 2013, 125, 14300−14304.
(10) (a) Jin, J.; MacMillan, D. W. C. Nature 2015, 525, 87−90.
(b) Natte, K.; Neumann, H.; Beller, M.; Jagadeesh, R. V. Angew.
Chem., Int. Ed. 2017, 56, 6384−6394; Angew. Chem. 2017, 129,
6482−6492.
́
(28) Alfaro, R.; Parra, A.; Aleman, J.; Ruano, J. L. G.; Tortosa, M. J.
Am. Chem. Soc. 2012, 134, 15165−15168.
(11) Serpier, F.; Pan, F.; Ham, W. S.; Jacq, J.; Genicot, C.; Ritter, T.
Angew. Chem., Int. Ed. 2018, 57, 10697−10701.
(12) (a) Agrawal, T.; Cook, S. P. Org. Lett. 2014, 16, 5080−5083.
(b) Sun, C. L.; Furstner, A. Angew. Chem., Int. Ed. 2013, 52, 13071−
̈
13075; Angew. Chem. 2013, 125, 13309−13313. (c) Chen, Q.; Ilies,
L.; Yoshikai, N.; Nakamura, E. Org. Lett. 2011, 13, 3232−3234.
(13) Chen, X.; Li, J.; Hao, X.; Goodhue, C. E.; Yu, J.-Q. J. Am. Chem.
Soc. 2006, 128, 78−79.
(14) (a) Chen, X.; Goodhue, C. E.; Yu, J.-Q. J. Am. Chem. Soc. 2006,
128, 12634−12635. (b) Giri, R.; Maugel, N.; Li, J.-J.; Wang, D.-H.;
Breazzano, S. P.; Saunders, L. B.; Yu, J.-Q. J. Am. Chem. Soc. 2007,
129, 3510−3511. (c) Dai, H.-X.; Stepan, A. F.; Plummer, M. S.;
Zhang, Y.-H.; Yu, J.-Q. J. Am. Chem. Soc. 2011, 133, 7222−7228.
(d) Thuy-Boun, P. S.; Villa, G.; Dang, D.; Richardson, P.; Su, S.; Yu,
J.-Q. J. Am. Chem. Soc. 2013, 135, 17508−17513. (e) Romero-Revilla,
́
́
́
́
J. A.; García-Rubia, A.; Arrayas, R. G.; Fernandez-Ibanez, M. A.;
Carretero, J. C. J. Org. Chem. 2011, 76, 9525−9530. (f) Neufeldt, S.
R.; Seigerman, C. K.; Sanford, M. S. Org. Lett. 2013, 15, 2302−2305.
(15) (a) Wang, T.; Alfonso, B. J.; Love, J. A. Org. Lett. 2007, 9,
5629−5631. (b) Herbert, J. M. Tetrahedron Lett. 2004, 45, 817−819.
(16) (a) Cooper, T.; Novak, A.; Humphreys, L. D.; Walker, M. D.;
Woodward, S. Adv. Synth. Catal. 2006, 348, 686−690. (b) Shang, R.;
Ilies, L.; Nakamura, E. J. Am. Chem. Soc. 2015, 137, 7660−7663.
(17) (a) Tonin, M. D. L.; Zell, D.; Muller, V.; Ackermann, L.
̈
Synthesis 2016, 49, 127−134. (b) Giri, R.; Maugel, N. L.; Li, J.-J.;
Wang, D.-H.; Breazzano, S. P.; Saunders, L. B.; Yu, J.-Q. J. Am. Chem.
Soc. 2007, 129, 3510−3511. (c) Chen, X.; Goodhue, C. E.; Yu, J.-Q. J.
Am. Chem. Soc. 2006, 128, 12634−12635. (d) Cheng, G.; Wang, P.;
Yu, J.-Q. Angew. Chem., Int. Ed. 2017, 56, 8183−8186; Angew. Chem.
2017, 129, 8295−8298.
(18) (a) Gooßen, L. J. Appl. Organomet. Chem. 2004, 18, 602−604.
(b) Doi, H.; Ban, I.; Suzuki, M. Chem. - Eur. J. 2009, 15, 4165−4171.
(c) He, Z.-T.; Li, H.; Haydl, A. M.; Whiteker, G. T.; Hartwig, J. F. J.
Am. Chem. Soc. 2018, 140, 17197−17202. (d) Yang, C. T.; Zhang, Z.
Q.; Liu, Y. C.; Liu, L. Angew. Chem., Int. Ed. 2011, 50, 3904−3907.
(19) (a) Luh, T.-Y.; Leung, M.-K.; Wong, K.-T. Chem. Rev. 2000,
100, 3187−3204. (b) Cardenas, D. J. Angew. Chem., Int. Ed. 1999, 38,
3018−3020; Angew. Chem. 1999, 111, 3201−3203. (c) Kirchhoff, J.
H.; Netherton, M. R.; Hills, I. D.; Fu, G. C. J. Am. Chem. Soc. 2002,
124, 13662−13663. (d) Kirchhoff, J. H.; Dai, C.; Fu, G. C. Angew.
Chem., Int. Ed. 2002, 41, 1945−1947; Angew. Chem. 2002, 114,
2025−2027. (e) Netherton, M. R.; Fu, G. C. Angew. Chem., Int. Ed.
2002, 41, 3910−3912; Angew. Chem. 2002, 114, 4066−4068.
(20) Allen, D. W. In Organophosphorus Chemistry: Phosphines and
related P−C-bonded compounds, Vol. 43; Tebby, J. C., Loakes, D.,
Allen, D. W., Eds.; Royal Society of Chemistry: London, 2014; pp 1−
51.
(21) Hartwig, J. F. In Organotransition Metal Chemistry - From
Bonding to Catalysis; Hartwig, J. F., Ed.; University Science Books:
Sausalito, CA, 2010; pp 261−320.
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Org. Lett. XXXX, XXX, XXX−XXX