Organic Letters
Letter
(12) Perry, G. J. P.; Quibell, J. M.; Panigrahi, A.; Larrosa, I. J. Am.
Chem. Soc. 2017, 139, 11527.
REFERENCES
■
(1) (a) Cignarella, G.; Barlocco, D.; Pocar, D.; Clerici, F.; Curzu, M.
M.; Gessa, G. L.; Fadda, F.; Serra, M.; Biggio, G. Eur. J. Med. Chem.
1995, 30, 721. (b) Clough, S.; Raggatt, M. E.; Simpson, T. J.; Willis, C.
L.; Whiting, A.; Wrigley, S. K. J. Chem. Soc., Perkin Trans. 2000, 1,
2475. (c) Hargreaves, J.; Park, J.; Ghisalberti, E. L.; Sivasithamparam,
K.; Skelton, B. W.; White, A. H. Aust. J. Chem. 2002, 55, 625.
(d) Fukuda, T.; Matsumoto, A.; Takahashi, Y.; Tomoda, H.; Omura, S.
J. Antibiot. 2005, 58, 252. (e) Yi, Y.-H.; Lu, S.; Zhang, W.; Li, L.; Sun,
P.; Liu, B.-S.; Tang, H. C.N. Patent 101,880,266, A, 2010. (f) Yan, B.-
F.; Fang, S.-T.; Li, W.-Z.; Liu, S.-J.; Wang, J.-H.; Xia, C.-H. Nat. Prod.
Res. 2015, 29, 2013.
(2) For selected examples of α-oxyacetylation of ketones, see:
(a) Ochiai, M.; Takeuchi, Y.; Katayama, T.; Sueda, T.; Miyamoto, K. J.
Am. Chem. Soc. 2005, 127, 12244. (b) Uyanik, M.; Yasui, T.; Ishihara,
K. Bioorg. Med. Chem. Lett. 2009, 19, 3848. (c) Uyanik, M.; Suzuki, D.;
Yasui, T.; Ishihara, K. Angew. Chem., Int. Ed. 2011, 50, 5331. (d) Ding,
Y.; Huang, Z.-J.; Yin, J.; Lai, Y.-S.; Zhang, S.-B.; Zhang, Z.-G.; Fang, L.;
Peng, S.-X.; Zhang, Y.-H. Chem. Commun. 2011, 47, 9495. (e) Huang,
X.; Liang, X.; Yuan, J.; Ni, Z.-Q.; Zhou, Y.-F.; Pan, Y.-J. Org. Chem.
Front. 2017, 4, 163.
(3) For photooxidative lactonization, see: (a) Tada, N.; Cui, L.;
Ishigami, T.; Ban, K.; Miura, T.; Uno, B.; Itoh, A. Green Chem. 2012,
14, 3007. (b) Zhang, Q.-B.; Ban, Y.-L.; Zhou, D.-G.; Zhou, P.-P.; Wu,
L.-Z.; Liu, Q. Org. Lett. 2016, 18, 5256. (c) Cheng, X.-K.; Yang, B.; Hu,
X.-G.; Xu, Q.; Lu, Z. Chem. - Eur. J. 2016, 22, 17566.
(4) (a) Faraday, M. Philos. Trans. R. Soc. London 1832, 122, 125.
(b) Kolbe, H. Justus Liebigs Ann. Chem. 1849, 69, 257.
(5) For the work of Waldvogel, see: (a) Kirste, A.; Schnakenburg, G.;
Stecker, F.; Fischer, A.; Waldvogel, S. R. Angew. Chem., Int. Ed. 2010,
49, 971. (b) Kirste, A.; Elsler, B.; Schnakenburg, G.; Waldvogel, S. R. J.
Am. Chem. Soc. 2012, 134, 3571. (c) Elsler, B.; Schollmeyer, D.;
Dyballa, K. M.; Franke, R.; Waldvogel, S. R. Angew. Chem., Int. Ed.
2014, 53, 5210. (d) Gieshoff, T.; Kehl, A.; Schollmeyer, D.; Moeller,
K. D.; Waldvogel, S. R. J. Am. Chem. Soc. 2017, 139, 12317.
(6) Wu, Z.-J.; Xu, H.-C. Angew. Chem., Int. Ed. 2017, 56, 4734.
(7) For the work of Xu and others, see: (a) Zhao, H.-B.; Hou, Z.-W;
Liu, Z.-J.; Zhou, Z.-F.; Song, J.; Xu, H.-C. Angew. Chem., Int. Ed. 2017,
56, 587. (b) Xiong, P.; Xu, H.-H.; Xu, H.-C. J. Am. Chem. Soc. 2017,
139, 2956. (c) Qian, X.-Y.; Li, S.-Q.; Song, J.; Xu, H.-C. ACS Catal.
2017, 7, 2730. (d) Hou, Z.-W.; Mao, Z.-Y.; Song, J.; Xu, H.-C. ACS
Catal. 2017, 7, 5810. (e) Zhao, H.-B.; Liu, Z.-J.; Song, J.; Xu, H.-C.
Angew. Chem., Int. Ed. 2017, 56, 12732. (f) Gieshoff, T.; Kehl, A.;
Schollmeyer, D.; Moeller, K. D.; Waldvogel, S. R. Chem. Commun.
2017, 53, 2974. (g) Tang, S.; Gao, X.-L.; Lei, A.-W. Chem. Commun.
2017, 53, 3354. (h) Wang, P.; Tang, S.; Lei, A.-W. Green Chem. 2017,
19, 2092.
(8) Wang, P.; Tang, S.; Huang, P.-F.; Lei, A.-W. Angew. Chem., Int.
Ed. 2017, 56, 3009.
(9) For electrochemical dehydrogenative coupling reactions of
ketone, see: (a) Okimoto, M.; Yamamori, H.; Ohashi, K.;
Nishikawa, S.; Hoshi, M.; Yoshida, T. Synlett 2012, 23, 2544.
(b) Zhang, Z.-L.; Su, J.-H.; Zha, Z.-G.; Wang, Z.-Y. Chem. - Eur. J.
2013, 19, 17711. (c) Gao, H.-H.; Zha, Z.-G.; Zhang, Z.-L.; Ma, H.-Y.;
Wang, Z.-Y. Chem. Commun. 2014, 50, 5034. (d) Liang, S.; Zeng, C.-
C.; Tian, H.-Y.; Sun, B.-G.; Luo, X.-G.; Ren, F.-Z. J. Org. Chem. 2016,
81, 11565. (e) Qian, P.; Su, J.-H.; Wang, Y.-K.; Bi, M.-X.; Zha, Z.-G.;
Wang, Z.-Y. J. Org. Chem. 2017, 82, 6434.
(10) For electrochemical decarboxylative reactions, see: (a) Lebreux,
F.; Buzzo, F.; Marko, I. E. Synlett 2008, 2008, 2815. (b) Qian, P.; Bi,
́
M.-X.; Su, J.-H.; Zha, Z.-G.; Wang, Z.-Y. J. Org. Chem. 2016, 81, 4876.
(c) Hayrapetyan, D.; Shkepu, V.; Seilkhanov, O. T.; Zhanabil, Z.; Lam,
K. Chem. Commun. 2017, 53, 8451. (d) Zhao, Y.; Lai, Y.-L.; Du, K.-S.;
Lin, D.-Z.; Huang, J.-M. J. Org. Chem. 2017, 82, 9655. (e) Wang, Q.-
Q.; Xu, K.; Jiang, Y.-Y.; Liu, Y.-G.; Sun, B.-G.; Zeng, C.-C. Org. Lett.
2017, 19, 5517.
(11) Perkins, R. J.; Xu, H.-C.; Campbell, J. M.; Moeller, K. D.
Beilstein J. Org. Chem. 2013, 9, 1630.
D
Org. Lett. XXXX, XXX, XXX−XXX