Progress in Synthesis of N-Sulfonyl-1, 2, 3-triazole and Its Application in Organic Synthesis
- Corresponding author: Zhang Wensheng, tongjizws@163.com
	            Citation:
	            
		            Zhang Wensheng, Xu Wenjing, Zhang Fei, Ma Chunyu, Ma Keyou, Li Yan. Progress in Synthesis of N-Sulfonyl-1, 2, 3-triazole and Its Application in Organic Synthesis[J]. Chinese Journal of Organic Chemistry,
							;2020, 40(8): 2338-2352.
						
							doi:
								10.6023/cjoc202002010
						
					
				
					 
				
	        
 
	                
				(a) Horneff, T.; Chuprakov, S.; Chernyak, N.; Gevorgyan, V.; Fokin, V. V. J. Am. Chem. Soc. 2008, 130, 14972. 
(b) Chattopadhyay, B.; Gevorgyan, V. Angew. Chem., Int. Ed. 2012, 51, 862. 
 (c) Gulevich, A. V.; Gevorgyan, V. Angew. Chem., Int. Ed. 2013, 52, 1371. 
 (d) Davies, H. M. L.; Alford, J. S. Chem. Soc. Rev. 2014, 43, 5151. 
 (e) Wang, Y.; Lei, X.; Tang, Y. Synlett 2015, 26, 2051. 
 (f) Anbarasan, P.; Yadagiri, D.; Rajasekar, S. Synthesis 2014, 46, 3004. 
 (g) Hockey, S. C.; Henderson, L. C. Aust. J. Chem. 2015, 68, 1796. 
 (h) Jiang, Y.; Sun, R.; Tang, X.-Y.; Shi, M. Chem.-Eur. J. 2016, 22, 17910. 
 (i) Volkova, Y. A.; Gorbatov, S. A. Chem. Heterocycl. Compd. 2016, 52, 216. 
 (j) Li, Y.; Yang, H.-J.; Zhai, H.-B. Chem.-Eur. J. 2018, 24, 12757.
				(a) Rostovtsev, V. V.; Green, L. G.; Fokin, V. V.; Sharpless, K. B. Angew. Chem., Int. Ed. 2002, 41, 2596. 
 (b) Wang, Q.; Chan, T. R.; Hilgraf, R.; Fokin, V. V.; Sharpless, K. B.; Finn, M. G. J. Am. Chem. Soc. 2003, 125, 3192.
				Yoo, E. J.; Ahlquist, M.; Kim, S. H.; Bae, I.; Fokin, V. V.; Sharpless, K. B.; Chang, S. Angew. Chem., Int. Ed. 2007, 46, 1730.
										
				Wang, F.; Fu, H.; Jiang, Y.-Y.; Zhao, Y.-F. Adv. Synth. Catal. 2008, 350, 1830.
										
				Raushel, J.; Fokin, V. V. Org. Lett. 2010, 12, 4952.
										
				Liu, Y.-T.; Wang, X.-Y.; Xu, J.-M.; Zhang, Q.; Zhao, Y.; Hu, Y.-F. Tetrahedron 2011, 67, 6294.
										
				Zhang, W.-S.; Xu, W.-J. Chem. Heterocycl. Compd. 2016, 52, 192.
										
				Zhang, W.-S.; Xu, W.-J.; Zhang, F. Heterocycl. Commun. 2016, 22, 165.
										
Rajasekar, S.; Anbarasan, P. Chem.-Asian J. 2019, 14, 4563.
				Garlets Z. J.; Davies, H. M. L. Org. Lett. 2018, 20, 2168.
										
				Kubiak, II, R. W.; Davies, H. M. L. Org. Lett. 2018, 20, 3771.
										
				Tian, M.-M.; Liu, B.-X.; Sun, J.-A.; Li, X.-W. Org. Lett. 2018, 20, 4946.
										
				Kahar, N. M.; Nabar, K. U.; Jadhav, P. P.; Dawande, S. G. Asian J. Org. Chem. 2019, 8, 79.
										
				(a) Rajasekar, S.; Anbarasan, P. Org. Lett. 2019, 21, 3067. 
 (b) Rajasekar, S.; Anbarasan, P. J. Org. Chem. 2019, 84, 7747.
Mi, P.-B.; Wang, H.-N.; Zhao, R.; Song, J.-N. Eur. J. Org. Chem. 2018, 6, 759.
Jia, R.-M.; Meng, J.; Leng, J.-Y.; Yu, X.-X.; Deng, W.-P. Chem.-Asian J. 2018, 13, 2360.
Pal, K.; Hoque, A.; Volla, C. M. R. Chem.-Eur. J. 2018, 24, 2558
Pal, K.; Sontakke, G. S.; Volla, C. M. R. Org. Lett. 2019, 21, 3716.
Chen, Y.-H.; Dong, S.-X.; Xu, X.; Liu, X.-H.; Feng, X.-M. Angew. Chem., Int. Ed. 2018, 57, 16554.
				Alcaide, B.; Almendros, P.; Fernández, I.; Martínez del Campo, T.; Palop, G.; Toledano-Pinedo, M.; Delgado-Martίnez, P. Adv. Synth. Catal. 2019, 361, 1160.
										
				Kaladevi, S.; Kamalraj, M.; Altia, M.; Rajasekar, S.; Anbarasan, P. Chem. Commun. 2019, 55, 4507.
										
				Xing, S.-Y.; Xia, H.-Y.; Wang, X.; Wu, D.; Xu, X.-R.; Wang, Y.-R.; Su, K.; Zhu, B.-L.; Guo, J.-S. Org. Chem. Front. 2019, 6, 3121.
										
				Liu, Y.; Xie, P.; Li, J.-G.; Bai, W.-J.; Jiang, J. Org. Lett. 2019, 21, 4944.
										
				Liu, S.-Y.; Yao, W.-F.; Liu, Y.; Wei, Q.-H.; Chen, J.-H.; Wu, X.; Xia, F.; Hu, W.-H. Sci. Adv. 2017, 3, e1602467.
										
				Ma, X.-J.; Xie, X.-M.; Liu, L.; Xia, R.; Li, T.-Y.; Wang, H.-X. Chem. Commun. 2018, 54, 1595.
										
				Yu, S.-S.; An, Y.-H.; Wang, W.-L.; Xu, Z.-F.; Li, C.-Y. Adv. Synth. Catal. 2018, 360, 2125.
										
				Yadagiri, D.; Chaitanya, M.; Reddy, A. C. S.; Anbarasan, P. Org. Lett. 2018, 20, 3762.
										
				Liu, Z.; Du, Q.-C.; Zhai, H.-B.; Li, Y. Org. Lett. 2018, 20, 7514.
										
				Ma, X.-J.; Liu, L.; Wang, J.-Y.; Xi, X.-L.; Xie, X.-M.; Wang, H.-X. J. Org. Chem. 2018, 83, 14518.
										
				Xu, Z.-F.; Shan, L.-H.; Zhang, W.; Cen, M.-J.; Li, C.-Y. Org. Chem. Front. 2019, 6, 1391.
										
				Zhu, C.-Z.; Wei, Y.; Shi, M. Adv. Synth. Catal. 2019, 361, 3430.
										
				Xu, Z.-F.; An, Y.-H.; Chen, Y.-D.; Duan, S.-G. Tetrahedron Lett. 2019, 60, 1849.
										
				Makarov, A. S.; Uchuskin, M. G.; Hashmi, A. S. K. Chem. Sci. 2019, 10, 8583.
										
				Bosmani, A.; Guarnieri-Ibáñez, A.; Goudedranche, S.; Besnard, C.; Lacour, J. Angew. Chem., Int. Ed. 2018, 57, 7151.
										
				Strelnikova, J. O.; Rostovskii, N. V.; Starova, G. L.; Khlebnikov, A. F.; Novikov, M. S. J. Org. Chem. 2018, 83, 11232.
										
				Khaidarov, A. R.; Rostovskii, N. V.; Zolotarev, A. A.; Khlebnikov, A. F.; Novikov, M. S. J. Org. Chem. 2019, 84, 3743.
										
				Khaidarov, A. R.; Rostovskii, N. V.; Starova1, G. L.; Khlebnikov, A. F.; Novikov, M. S. Chem. Heterocycl. Compd. 2018, 54, 946.
										
				Furukawa, A.; Hata, T.; Shigeta, M.; Urabe, H. Tetrahedron Lett. 2019, 60, 815.
										
				Ge, J.-M.; Wu, X.-L.; Bao, X.-G. Chem. Commun. 2019, 55, 6090.
										
				(a) Zhao, Q.; Miura, T.; Murakami, M. Chem. Lett. 2019, 48, 510. 
 (b) Miura, T.; Zhao, Q.; Murakami, M. Angew. Chem.,  Int. Ed. 2017, 56, 16645.
Zhu, C.-Z.; Wei, Y.; Shi, M. Org. Chem. Front. 2019, 6, 2884.
				Sontakke, G. S.; Pal, K.; Volla, C. M. R. J. Org. Chem. 2019, 84, 12198.
										
				Li, Z.; Wei, Q.-H.; Song, L.-L.; Han, W. Y. J.; Wu, X.; Zhao, Y.; Xia, F.; Liu, S. Y. Org. Lett. 2019, 21, 6413.
										
				Jiang, Y.; Wang, Q.; Sun, R.; Tang, X.-Y.; Shi, M. Org. Chem. Front. 2016, 3, 744.
										
				Li, L.-H.; Jiang, Y.; Hao, J.; Wei, Y.; Shi, M. Adv. Synth. Catal. 2017, 359, 3304.
										
				Xu, Z.-F.; Dai, H.-C.; Shan, L.-H.; Li, C.-Y. Org. Lett. 2018, 20, 1054.
										
				Yang, D.-D.; Shan, L.-H.; Xu, Z.-F.; Li, C.-Y. Org. Biomol. Chem. 2018, 16, 1461.
										
				Wilkerson-Hill, S. M.; Haines, B. E.; Musaev, D. G.; Davies, H. M. L. J. Org. Chem. 2018, 83, 7939.
										
 
						
						
						
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