Communication
Green Chemistry
R. D. Little, J. G. Ibanez, A. Palma and R. Vasquez-
Medrano, Green Chem., 2010, 12, 2099.
Acknowledgements
We thank the National Science Foundation (CHE-1151121) and
4 L. A. Anderson, A. Redden and K. D. Moeller, Green Chem.,
2011, 13, 1652.
(CHE-1240194/CenSURF) for their generous support of this
work.
5 The photovoltaic-cells employed in these experiments are
available from Solar-Made.
6
For the specific cyclization reaction shown see: G. Xu and
K. D. Moeller, Org. Lett., 2010, 12, 2590.
References
7
For the oxidation of the t-Boc protected methylproline see:
Y. M. Fobian and K. D. Moeller, Methods Mol. Med., 1999,
23(Peptidomimetic Protocols), 259.
1
For reviews see: (a) A. N. Campbell and S. S. Stahl, Acc.
Chem. Res., 2012, 45(6), 851; (b) R. I. McDonald, G. Liu and
S. S. Stahl, Chem. Rev., 2011, 111(4), 2981;
8 For reviews of indirect electrochemical methods see:
(a) Y. N. Ogivin, M. N. Elinson and G. I. Nikishin, Russ.
Chem. Rev., 2009, 78, 89; (b) J. Simonet and J.-F. Pilard, in
Organic Electrochemistry: Fourth Edition, Revised and
Expanded, ed. H. Lund and O. Hammerich, Marcel Dekker,
New York, 2001, p. 1163; (c) E. Steckhan, Angew. Chem., Int.
Ed. Engl., 1986, 25, 683.
(
c) A. E. Wendlandt, A. M. Suess and S. S. Stahl, Angew.
Chem., Int. Ed., 2011, 50(47), 11062.
2
For selected recent examples see: (a) L. C. John, A. Gunay,
A. J. Wood and M. H. Emmert, Tetrahedron, 2013, 69, 5758;
(
b) A. M. Suess, M. Z. Ertem, C. J. Cramer and S. S. Stahl,
J. Am. Chem. Soc., 2013, 135, 9797; (c) J. Kim and S. S. Stahl,
ACS Catal., 2013, 3, 1652; (d) D. Pun, T. Diao and
9 S. Torii, P. Liu and H. Tanaka, Chem. Lett., 1995, 319.
S. S. Stahl, J. Am. Chem. Soc., 2013, 135, 8213; (e) T. Diao, 10 K. Schnatbaum and H. J. Schäfer, Synthesis, 1999,
D. Pun and S. S. Stahl, J. Am. Chem. Soc., 2013, 135, 8205;
864.
f) A. Rahimi, A. Azarpira, H. Kim, J. Ralph and S. S. Stahl, 11 S. Torri, T. Inokuchi and T. Sugiura, J. Org. Chem., 1986, 51,
(
J. Am. Chem. Soc., 2013, 135, 6415; (g) R. M. Leithall,
155.
V. N. Shetti, S. Maurelli, M. Chiesa, E. Gianotti and R. Raja, 12 T. Inokuchi, L. Ping, F. Hamaue, M. Izawa and S. Torii,
J. Am. Chem. Soc., 2013, 135, 2915; (h) R. J. Angelici, Catal.
Chem. Lett., 1994, 121.
Sci. Technol., 2013, 3, 279; (i) S. Kanbak-Aksu, H. M. Nahid, 13 C. Amatore, C. Cammoun and A. Jutand, Adv. Synth. Catal.,
W. R. Hagen, R. Hollmann, D. Sordi, R. A. Sheldon and
I. W. C. E. Arends, Chem. Commun., 2012, 48, 5745.
For recent reviews of electrochemical reactions see:
2007, 349, 292.
14 H. Tanaka, M. Kuroboshi, H. Takeda, H. Kanada and
S. Torii, J. Electroanal. Chem., 2001, 507, 75.
3
(
a) J. B. Sperry and D. L. Wright, Chem. Soc. Rev., 2006, 35, 15 For the analogous recycling of Ce(IV) at an anode see:
6
05; (b) J. Yoshida, K. Kataoka, R. Horcajada and A. Nagaki,
D. Kesselring, K. Maurer and K. D. Moeller, J. Am. Chem.
Soc., 2008, 130, 11290.
Chem. Rev., 2009, 108, 2265; (c) B. S. Frontana-Uribe,
Green Chem.
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