Please do not adjust margins
Page 5 of 5
Dalton Transactions
Journal Name
COMMUNICATION
118, 6070; (c) H. Kim, H. Lee, D. Lee, S. Kim and D. Kim, J. Am.
Chem. Soc., 2007, 129, 2269.
2016, 7, 12641; (c) A. Mukherjee, A. DNOeIr:u10sh.1,03G9./CL8eDitTu0s5,0L2.0JA.
W. Shimon, Y. B. David, N. A. E. Jalapa and D. Milstein, J. Am.
Chem. Soc., 2016, 138, 4298; (d) M. Mastalir, M. Glatz, N.
Gorgas, B. Stöger, E. Pittenauer, G. Allmaier, L. F. Verios and
K. Kirchner, Chem. Eur. J., 2016, 22, 12316; (e) M. AndØrez-
Fernμndez, L. K. Vogt, S. Fischer, W. Zhou, H. Jiao, M. Garbe,
S. Elangovan, K. Junge, H. Junge, R. Ludwig and M. Beller,
Angew. Chem. Int. Ed., 2017, 56, 559; (f) S. Chakraborty, U.
Gellrich, Y. Diskin-Posner, G. Leitus, L. Avram and D. Milstein,
Angew. Chem. Int. Ed., 2017, 56, 4229; (g) F. Kallmeier, B.
Dudziec, T. Irrgang and R. Kempe, Angew. Chem. Int. Ed.,
2017, 56, 7261; (h) M. Mastalir, E. Pittenauer, G. Allmaier
and K. Kirchner, J. Am. Chem. Soc., 2017, 139, 8812; (i) S.
Chakraborty, U. K. Das, Y. Ben-David and D. Milstein, J. Am.
Chem. Soc. 2017, 139, 11710; (j) S. Fu, Z. Shao, Y. Wang, Q.
Liu, J. Am. Chem. Soc., 2017, 139, 11941; (k) A. Bruneau-
Voisine, D. Wang, V. Dorcet, T. Roisnel, C. Darcel and J.-B.
Sortais, J. Catal. 2017, 347, 57; (l) J. Neumann, S. Elangovan,
A. Spannenberg, K. Junge and M. Beller, Chem. Eur. J., 2017,
23, 5410; (m) S. Chakraborty, P. Daw, Y. B. David, and D.
Milstein, ACS Catal., 2018, 8, 10300.
3
For reviews on catalytic alkylation reaction: (a) K. Fujita and
R. Yamaguchi, Synlett, 2005, 560; (b) G. E. Dobereiner and R.
H. Crabtree, Chem. Rev., 2009, 110, 681; (c) G. Guillena, D. J.
RamÓn and M. Yus, Chem. Rev., 2009, 110, 1611; (d) A. J. A.
Watson and J. M. J. Williams, Science, 2010, 329, 635; (e) S.
Bähn, S. Imm, L. Neubert, M. Zhang, H. Neumann and M.
Beller, ChemCatChem, 2011, 3, 1853; (f) C. Gunanathan and
D. Milstein, Science, 2013, 341, 1229712; (g) Y. Obora, ACS
Catal., 2014, 4, 3972; (h) D. Wang and D. Astruc, Chem. Rev.,
2015, 115, 6621; (i) A. Nandakumar, S. P. Midya, V. G.
Landge and E. Balaraman, Angew. Chem. Int. Ed., 2015, 54,
11022; (j) Y. Obora, Top. Curr. Chem., 2016, 374, 11; (k) F.
Huang, Z. Liu and Z. Yu, Angew. Chem. Int. Ed., 2016, 55, 862;
(l) R. H. Crabtree, Chem. Rev., 2017, 117, 9228; (m) A. Corma,
J. Navas and M. J. Sabater, Chem. Rev., 2018, 118, 1410.
(a) F. G. Bordwell, Acc. Chem. Res., 1988, 21, 456; (b) D. A.
Evans, J. S. Tedrow, J. T. Shaw, C. W. Downey, J. Am. Chem.
Soc., 2001, 124, 392; (c) S. W. Foo, S. Oishi and S. Saito,
Tetrahedron Lett., 2012, 53, 5445.
4
5
6
T. Jensen and R. Madsen, J. Org. Chem., 2009, 74, 3990.
R. Grigg, S. Whitney, V. Sridharan, A. Keep and A. Derrick, 14 N. Deibl and R. Kempe, J. Am. Chem. Soc., 2016, 138, 10786.
Tetrahedron, 2009, 65, 4375.
R. Grigg, S. Whitney, V. Sridharan, A. Keep and A. Derrick,
Tetrahedron, 2009, 65, 7468.
L. Guo, Y. Liu, W. Yao, X. Leng and Z. Huang, Org. Lett., 2013,
15, 1144.
T. Kuwahara, T. Fukuyama and I. Ryu, RSC Adv., 2013, 3,
13702.
15 (a) G. Li, P. lei and M. Szostak, Org. Lett., 2018, 20, 5622. (b)
(b) R. Szostak, G. Meng and M. Szostak, J. Org. Chem., 2017,
82, 6373. (c) S. Shi, S. P. Nolan and M. Szostak, Acc. Chem.
Res., 2018, 51, 2589.
16 For N-alkylation amides, see: (a) K.-I. Fujita, A. Komatsubara
and R. Yamaguchi, Tetrahedron 2009, 65, 3624. (b) S.
Kerdphon, X. Quan, V. S. Parihar, and P. G. Andersson, J. Org.
Chem., 2015, 80, 11529. (c) J. Das and D. Banerjee, J. Org.
Chem. 2018, 83, 3378. (d) X. Dai, and F. Shi, Org. Biomol.
Chem., 2019, DOI: 10.1039/C8OB03091J.
7
8
9
10 W. Yao, X. Ma, L. Guo, X. Jia, A. Hua, Z. Huang, Tetrahedron
Lett. 2016, 57, 2919.
11 (a) G. Guillena, D. J. Ramln and M. Yus, Chem. Rev., 2010,
110, 1611; (b) A. J. A. Watson and J. M. J. Williams, Science 17 M. R. Paleo, M. I. Calaza, P. Graña and F. J. Sardina, Org.
2010, 329, 635; (c) S. Werkmeister, J. Neumann, K. Junge and
M. Beller, Chem. Eur. J., 2015, 21, 12226; (d) M. Garbe, K. 18 M. Szostak, M. Spain, A. J. Eberhart and D. J. Procter, J. Org.
Junge and M. Beller, Eur. J. Org. Chem., 2017, 4344; (e) E. Chem., 2014, 79, 11988.
Balaraman, A. Nandakumar, G. Jaiswal and M. K. Sahoo, 19 (a) J. S. M. Samec, J. -E. Backvall, P. G. Andersson and P.
Lett., 2004, 6, 1061.
Catal. Sci. Technol., 2017, 7, 3177; (f) B. Maji and M. K.
Barman, Synthesis 2017, 49, 3377; (g) F. Kallmeier and R.
Kempe, Angew. Chem. Int. Ed., 2018, 57, 46; (h) G. A.
Filonenko, R. van Putten, E. J. M. Hensena and E. A. Pidko,
Chem. Soc. Rev., 2018, 47, 1459.
Brandt, Chem. Soc. Rev., 2006, 35, 237; (b) M. Vellakkaran, K.
Singh and D. Banerjee, ACS Catal., 2017, 7, 8152.
12 Representative examples of non-precious metal catalyzed
acceptorless-dehydrogenation strategy: (a) J. Yang, X. Liu, D.-
L. Meng, H.-Y. Chen, Z.-H. Zong, T.-T. Feng and K. Sun, Adv.
Synth. Catal., 2012, 354, 328; (b) T. Yan, B. L. Feringa and K.
Barta, Nat. Commun., 2014, 5, 5602; (c) E. A. Bielinski, M.
Fçrster, Y. Zhang, W. H. Bernskoetter, N. Hazari and M. C.
Holthausen, ACS Catal., 2015, 5, 2404; (d) A. J. Rawlings, L. J.
Diorazio and M. Wills, Org. Lett., 2015, 17, 1086; (e) S.
Elangovan, J.-B. Sortais, M. Beller and C. Darcel, Angew.
Chem. Int. Ed., 2015, 54, 14483; (f) S. Rçsler, M. Ertl, T.
Irrgang and R. Kempe, Angew. Chem. Int. Ed., 2015, 54,
15046; (g) Z. Yin, H. Zeng, J. Wu, S. Zheng and G. Zhang, ACS
Catal., 2016, 6, 6546; (h) M. Mastalir, G. Tomsu, E.
Pittenauer, G. Allmaier and K. Kirchner, Org. Lett., 2016, 18,
3462; (i) T. Yan, B. L. Feringa and K. Barta, ACS Catal., 2016,
6, 381; (j) B. Emayavaramban, M. Roy and B. Sundararaju,
Chem. Eur. J., 2016, 22, 3952; (k) M. Mastalir, B. Stçger, E.
Pittenauer, M. Puchberger, G. Allmaier and K. Kirchner, Adv.
Synth. Catal., 2016, 358, 3824; (l) G. Zhang, J. Wu, H. Zeng, S.
Zhang, Z. Yin and S. Zheng, Org. Lett., 2017, 19, 1080; (m) F.
Freitag, T. Irrgang and R. Kempe, Chem. Eur. J., 2017, 23,
12110.
13 Mn-catalyzed acceptorless-dehydrogenation: (a) M. Peña-
López, P. Piehl, S. Elangovan, H. Neumann, M. Beller, Angew.
Chem. Int. Ed. 2016, 55, 14967; (b) S. Elangovan, J. Neumann,
This journal is © The Royal Society of Chemistry 20xx
J. Name., 2013, 00, 1-3 | 5
Please do not adjust margins