本篇論文報導了使用三氯化金來催化多取代累積二烯烴與苯羥胺進行[4 + 2]環化加成反應，整個反應分作三個部分：第一部份是在氮氣下的異構化反應、第二部份是漸進的將苯羥胺氧化成亞硝基苯以及第三部份在氧氣下的環加成反應。我們也額外加入二氯化銅來提高苯羥胺氧化為亞硝基苯的效率，大幅提升整個反應的效率。

AuCl3-catalyzed formal [4 + 2]-cycloadditions between substituted allenes and N-hydroxyanilines are described. This reaction sequence comprises initial isomerizations of allenes to butadienes under N2 and subsequent oxidations of N-hydroxyanilines to nitrosoarenes under O2. and the final nitroso/butadiene [4 + 2] cycloadditions under O2. CuCl2 (5 mol %) was added in the second step to increase the oxidation efficiency, which obviously improved the yields of overall reactions .

(1) Liu, R.-S.; Chen, J.-M. J. Org. Chem., 2014, 79 (10), 4306–4311
(2) Frazier, C. P.; Bulgarin, A.; Engelking, J. R.; de Alaniz, J. R. Org. Lett. 2012, 14, 3620.
(3) Selected examples: (a) Barton, D. H. R.; Lester, D. J.; Ley, S. V. Chem. Commun. 1978, 276. (b) Cicchi, S.; Corst, M.; Goti, A. J. Org. Chem. 1999, 64, 7243. (c) Cicchi, S.; Marradi, M.; Goti, A.; Brandi, A. Tetrahedron Lett. 2001, 42, 6503. (d) Adam, W.; Krebs, O. Chem. Rev. 2003, 103, 4131. (e) Frazier, C. P.; Engelking, J. R.; Read de Alaniz, J. J. Am. Chem. Soc. 2011, 133, 10430.
(4) Ting, C.-M.; Hsu, Y.-L.; Liu, R.-S. Chem. Commun. 2012, 48, 6577.
(5) (a) Han, Z.-Y.; Xiao, H.; Chen, X. H.; Gong, L.-Z. J. Am. Chem.Soc. 2009, 131, 9182. (b) Muratore, M. E.; Holloway, C. A.; Pilling, A. W.;Storer, R. I.; Trevitt, G.; Dixon, D. J. J. Am. Chem. Soc. 2009, 131, 10796.
(6) (a) Zhang, X.-B.;Fu, C.-L. and Ma, S.-M. Org. Lett., 2011, 13, pp 1920–1923. (b) Marie E. Krafft et al. Org. Biomol. Chem., 2011, 9, 7535-7538
(7) Chaiyaveij, D.; Cleary, L.; Batsanov, A. S.; Marder, T. B.; Shea, K. J.; Whiting, A. Org. Lett. 2011, 13, 3442.
(8) Wang W.; Kumar, M.; Hammond, G. B.; Xu, B. Org. Lett. 2014, 16, 636
(9) For selected reviews, see: (a) Gorin, D. J.; Sherry, B. D.; Toste, F. D. Chem. Rev. 2008, 108, 3351. (b) Hashmi, A. S. K. Chem. Rev. 2007, 107, 3180. (c) Fürstner, A.; Davies, P. W. Angew. Chem., Int. Ed. 2007, 46, 3410. (d) Jiménez-Núñez, E.; Echavarren, A. M. Chem. Rev. 2008, 108, 3326. (e) Patil, N. T.; Yamamoto, Y. Chem. Rev. 2008, 108, 3395. (f) Sohel, S. M. A.; Liu, R.-S. Chem. Soc. Rev. 2009, 38, 2269. (g) López, F.; Mascareńas, J. L. Beilstein J. Org. Chem. 2011, 7, 1075. (h) Garayalde, D.; Nevado, C. ACS Catal. 2012, 2, 1462.
(10) For selected examples, see: (a) Binder, J. T.; Crone, B.; Haug, T. T.; Menz, H.; Kirsh, S. F. Org. Lett. 2008, 10, 1025. (b) Belot, S.; Vogt, K. A.; Besnard, C.; Krause, N.; Alexakis, A. Angew. Chem., Int. Ed. 2009, 48, 8923. (c) Muratore, M. E.; Holloway, C. A.; Pilling, A. W.; Storer, R. I.; Trevitt, G.; Dixon, D. J. J. Am. Chem. Soc. 2009, 131, 10796. (d) Han, Z.-Y.; Xiao, H.; Chen, X. H.; Gong, L.-Z. J. Am. Chem. Soc. 2009, 131, 9182. (e) Monge, D.; Jensen, K. L.; Franke, P. T.; Lykke, L.; Jørgensen, K. A. Chem. Eur. J. 2010, 16, 9478. (f) Loh, C. C. J.; Badorrek, J.; Raabe, G.; Enders, D. Chem. Eur. J. 2011, 17, 13409. (g) Han, Z.-Y.; Chen, D.-F.; Wang, Y.-Y.; Guo, R.; Wang, P.-S.; Wang, C.; Gong, L.-Z. J. Am. Chem. Soc. 2012, 134, 6532.
(11) (a) Kresze, G.; Firl, J. Tetrahedron 1968, 1043. (b) Sasaki, T.; Eguchi, S. J. Org. Chem. 1970, 35, 4273. (c) Leach, A. G.; Houk, K. N. J. Org. Chem. 2001, 66, 5192.
(12) (a) Meekel, A. A. P.; Resmini, M.; Pandit, U. K. Chem. Commun. 1995, 571−572. (b) Resmini, M.; Meekel, A. A. P.; Pandit, U. K. Pure Appl. Chem. 1996, 68, 2025.
(13) Lutz, R. E.; Lytton, M. R. J. Org. Chem. 1937, 2(1), 68-75.
(14) Wang, Y.; Ye, L.; Zhang, L. Chem. Commun. 2011, 47, 7815.
(15) The crystallographic data of compound 3n was deposited at the Cambridge Crystallographic Data Centre (CCDC 978242).