884866-01-7Relevant academic research and scientific papers
Copper-catalyzed three-component cascade reaction of alkynes, sulfonyl azides and simple aldehydes/ketones
Hu, Yuanyuan,Zhou, Bingwei,Wang, Congyang
, p. 3022 - 3026 (2016)
A copper-catalyzed dimethylzinc-promoted three-component cascade reaction of alkynes, sulfonyl azides, and simple aldehydes or ketones is described. Polysubstituted olefins were thus constructed expeditiously in a one-pot procedure under mild conditions.
Copper-catalyzed reaction cascade: Direct conversion of alkynes into N-sulfonylazetidin-2-imines
Whiting, Matthew,Fokin, Valery V.
, p. 3157 - 3161 (2006)
(Chemical Equation Presented) Selective conversion, take three: Densely functionalized azetidine derivatives are formed in an experimentally simple three-component catalytic procedure through the highly selective reaction of readily available terminal alkynes under mild conditions (see scheme). The azetidinimine products are remarkably stable to a wide range of reaction conditions and readily undergo further functionalization.
Cycloaddition of: N -sulfonyl and N -sulfamoyl azides with alkynes in aqueous media for the selective synthesis of 1,2,3-triazoles
Prasanth, Thumpati,Chakraborti, Gargi,Mandal, Tirtha,Ravichandiran, Velayutham,Dash, Jyotirmayee
supporting information, p. 911 - 915 (2022/02/02)
The cycloaddition of N-sulfonyl and N-sulfamoyl azides with terminal alkynes generally produces amide derivatives via ketenimine intermediates. We herein delineate a Cu(i) catalyzed method using a prolinamide ligand that selectively generates N-sulfonyl a
Rhodium-Catalyzed Denitrogenative Transannulation of N-Sulfonyl-1,2,3-triazoles with Glycals Giving Pyrroline-Fused N-Glycosides
Bi, Jingjing,Tan, Qiang,Wu, Hao,Liu, Qingfeng,Zhang, Guisheng
supporting information, p. 6357 - 6361 (2021/08/23)
Described here is a selective synthesis of 2,3-dihydropyrrole-fused N-glycosides through rhodium-catalyzed denitrogenative transannulation of N-sulfonyl-1,2,3-triazoles with glycals. A series of pyrroline-fused N-glycosides are afforded in moderate to exc
Rh-Catalyzed Formal [3+2] Cyclization for the Synthesis of 5-Aryl-2-(quinolin-2-yl)oxazoles and Its Applications in Metal Ions Probes
Zhou, Tongtong,He, Xinwei,Zuo, Youpeng,Wu, Yuhao,Hu, Wangcheng,Zhang, Shiwen,Duan, Jiahui,Shang, Yongjia
supporting information, p. 621 - 626 (2021/02/12)
A facile and efficient strategy for the synthesis of 5-aryl-2-(quinolin-2-yl)oxazoles via rhodium-catalyzed formal [3+2] cyclization of 4-aryl-1-tosyl-1H-1,2,3-triazoles with quinoline-2-carbaldehydes has been described. The protocol employs mild conditions and offers good yields of diverse 2,5-aryloxazole derivatives with a broad reaction scope. It is amenable to gram-scale synthesis and easily transformation. Moreover, this 5-aryl-2-(quinolin-2-yl)oxazole skeleton is indeed a new fluorophore and its applications in metal ions probes are also investigated and showed fluorescent responses to mercury ion.
Deoxygenative C2-heteroarylation of quinoline N-oxides: Facile access to α-Triazolylquinolines
Sontakke, Geetanjali S.,Shukla, Rahul K.,Volla, Chandra M. R.
supporting information, p. 485 - 493 (2021/03/22)
A metal-and additive-free, highly efficient, step-economical deoxygenative C2-heteroarylation of quinolines and isoquinolines was achieved from readily available N-oxides and N-sulfonyl-1,2,3-Triazoles. A variety of α-Triazolylquinoline derivatives were synthesized with good regioselectivity and in excellent yields under mild reaction conditions. Further, a gram-scale and one-pot synthesis illustrated the efficacy and simplicity of the developed protocol. The current transformation was also found to be compatible for the late-stage modification of natural products.
Rhodium(II)-Catalyzed [4+3] Cyclization of Triazoles with Indole Derivatives and Its Application in the Total Synthesis of (±)-Aurantioclavine
Duan, Shengguo,Xue, Bing,Meng, Hui,Ye, Zihang,Xu, Ze-Feng,Li, Chuan-Ying
supporting information, p. 1145 - 1152 (2021/04/26)
An efficient rhodium(II)-catalyzed [4+3] cyclization reaction of 1-sulfonyl-1,2-3-triazoles and indoles was developed. Azepino[5,4,3- cd]indoles, which are widely distributed in ergot alkaloids with various biological activities, could be obtained in good
Synthesis of benzothiazonine by rhodium-catalyzed denitrogenative transannulation of 1-sulfonyl-1,2,3-triazole and thiochromone
Duan, Shengguo,Jablasone, Saygbechi T.,Li, Chuan-Ying,Xu, Ze-Feng,Ye, Zihang
, p. 5758 - 5761 (2021/07/12)
A facile synthesis of multi-functionalized benzothiazonine was achieved by the rhodium-catalyzed denitrogenative annulation of 1-sulfonyl-1,2,3-triazole and thiochromone. In view of the excellent atom economy, broad substrate scope and easy availability of starting materials, the protocol provided an efficient strategy for the construction of mediumN,S-heterocycles.
Access to (Z)-β-Substituted Enamides from N1-H-1,2,3-Triazoles
Wang, Tao,Tang, Zongyuan,Luo, Han,Tian, Yi,Xu, Mingchuan,Lu, Qixing,Li, Baosheng
supporting information, p. 6293 - 6298 (2021/08/23)
A direct ring-opening/nucleophilic substitution reaction of N1-H-1,2,3-triazoles has been described. Divergent (Z)-β-halogen- or sulfonyl-substituted enamides could be stereospecifically synthesized in a tunable manner. This strategy might not only enable
Acid-catalyzed three-component addition of carbonyl compounds with 1,2,3-triazoles and indoles
Xing, Qiaoyan,Zhou, Chunlan,Jiang, Shuxin,Chen, Shanping,Deng, Guo-Jun
supporting information, p. 7838 - 7842 (2021/09/28)
A facile and efficient acid-catalyzed three-component reaction of indoles, 1-tosyl-1,2,3-triazoles and carbonyl compounds has been developed. The use of TsOH with a small amount of water significantly promoted the reaction yield. This method provided a general and one-pot approach for the synthesis of structurally diverseC3-alkylated indole derivatives. The alkylation exclusively occurred at theN2position of triazoles. Various functional groups were tolerated under the optimized simple reaction conditions.
