- Visible-light-promoted synthesis of secondary and tertiary thiocarbamates from thiosulfonates andN-substituted formamides
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A general visible-light-promoted metal-free synthesis of secondary and tertiary thiocarbamates starting from thiosulfonates andN-substituted formamides is developed. By employing rhodamine B as a photocatalyst andtert-butyl hydroperoxide (TBHP) as an oxidant, a wide scope of thiocarbamates can be obtained through direct thiolation of acyl C-H bonds under irradiation of blue light at room temperature for 12 h.
- Bi, Wen-Zhu,Zhang, Wen-Jie,Li, Zi-Jie,He, Yuan-Hao,Feng, Su-Xiang,Geng, Yang,Chen, Xiao-Lan,Qu, Ling-Bo
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supporting information
p. 8701 - 8705
(2021/10/22)
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- Preparation of Unsymmetrical Disulfides from Thioacetates and Thiosulfonates
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A method for the transformation of organic thioacetates, a widely used functionality for the preparation of self-assembled monolayers on gold surfaces, into unsymmetrical disulfides is reported. Disulfides are readily immobilized on gold in contrast to thioacetates, which usually require a deprotection step prior to bonding to the metal surface. The potential of the method for the controlled preparation of unsymmetrical disulfides has been demonstrated with model compounds comprising several thioacetates, which were readily converted into the corresponding unsymmetrical disulfides.
- Delarue Bizzini, Lorenzo,Zwick, Patrick,Mayor, Marcel
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supporting information
p. 6956 - 6960
(2019/11/13)
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- Gold/photoredox-cocatalyzed atom transfer thiosulfonylation of alkynes: Stereoselective synthesis of vinylsulfones
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We report a gold and photoredox combined radical approach for the rapid synthesis of thio-functionalized vinylsulfones from alkynes. Key features of this method include very mild conditions, broad substrate scope, excellent regio- and stereoselectivties, and 100% atom economy.
- Song, Tingting,Li, Haoyu,Wei, Fang,Tung, Chen-Ho,Xu, Zhenghu
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supporting information
p. 916 - 919
(2019/02/27)
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- Metal-free NaI/TBHP-mediated sulfonylation of thiols with sulfonyl hydrazides
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A highly efficient sulfonylation of thiols has been achieved through the metal-free NaI/TBHP-mediated cross-coupling of sulfonyl hydrazides and thiols at room temperature. This method provides a convenient and practical route to thiosulfonates in 84-99% y
- Chen, Qian,Huang, Yulin,Wang, Xiaofeng,Wu, Jiawei,Yu, Guodian
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p. 1713 - 1719
(2018/03/21)
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- Visible-light-induced thiotrifluoromethylation of terminal alkenes with sodium triflinate and benzenesulfonothioates
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An unconventional reductive quenching cycle was developed to realize the visible-light-induced thiotrifluoromethylation of terminal alkenes. CF3SO2Na was used as an easy to handle CF3 radical source to afford the desired products in moderate to good yields. Mild reaction conditions and a broad substrate scope feature in this transformation.
- Kong, Weiguang,An, Hejun,Song, Qiuling
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supporting information
p. 8968 - 8971
(2017/08/15)
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- Iodide-Catalyzed Synthesis of Secondary Thiocarbamates from Isocyanides and Thiosulfonates
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A new method for the synthesis of secondary thiocarbamates from readily available isocyanides and thiosulfonates with broad functional group tolerance is reported. The reaction proceeds under mild reaction conditions in isopropanol and is catalyzed by inexpensive sodium iodide.
- Mampuys, Pieter,Zhu, Yanping,Sergeyev, Sergey,Ruijter, Eelco,Orru, Romano V. A.,Van Doorslaer, Sabine,Maes, Bert U. W.
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supporting information
p. 2808 - 2811
(2016/07/06)
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- Copper(I)-Catalyzed Interrupted Click Reaction: Synthesis of Diverse 5-Hetero-Functionalized Triazoles
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The 5-heterofunctionalized triazoles are important scaffolds in bioactive compounds, but current click reactions (CuAAC) cannot produce these core structures. A copper(I)-catalyzed interrupted click reaction to access diverse 5-functionalized triazoles is reported. Various 5-amino-, thio-, and selenotriazoles were readily assembled in one step in high yields. The reaction proceeds under mild conditions with complete regioselectivity. It also features a broad substrate scope and good functional group compatibility.
- Wang, Weiguo,Peng, Xianglong,Wei, Fang,Tung, Chen-Ho,Xu, Zhenghu
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supporting information
p. 649 - 653
(2016/02/27)
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- Hypervalent iodine in synthesis. XXII: A novel way for the preparation of unsymmetric S-aryl thiosulfonates by the reaction of potassium thiosulfonates with diaryliodonium salts
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Unsymmetric S-aryl thiosulfonates can be generated through a novel way for the reaction of potassium thiosulfonates with diaryliodonium salts in good yields under mild conditions.
- Xia, Min,Chen, Zhen-Chu
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p. 1309 - 1313
(2007/10/03)
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- THIOSULFONIC ACIDS. XXXI. ARYLAZOARENETHIOSULFONATES
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Arylazoarenethiosulfonates were obtained, and their structures and chemical characteristics were studied.It was shown that arylazoarenethiosulfonates have a nonionic structure, and this explains their high stability.It was established that they enter with difficulty into reactions with the release of nitrogen, but they enter readily into azo-coupling and reduction reactions.
- Boldyrev, B. G.,Grivnak, L. M.
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p. 324 - 330
(2007/10/02)
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- REACTION OF N-ARYLTHIO-1,4-BENZOQUINONE IMINES WITH BENZENESULFINIC ACID
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In reaction with sodium benzenesulfinate in acetic acid benzoquinone imines containing a RC6H4S (R = H, 4-OCH3, 4-Cl, 4-NO2, 2-NO2) group at the nitrogen atom form aryl benzenethiosulfonates and the benzenesulfinate of 2-phenylsulfonyl-4-aminophenol.The introduction of two nitro groups into the phenylthio group creates conditions for reaction in the quinonoid fragment, and here the main products are N-(2,4-dinitrophenylthio)-2(3)-phenylsulphonyl-4-aminophenols.
- Kolesnikov, V. T.,Vid, L. V.,Kuz'menko, L. O.
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p. 1906 - 1909
(2007/10/02)
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