22183-12-6Relevant academic research and scientific papers
Iodine-Promoted Deoxygenative Iodization/Olefination/Sulfenylation of Ketones with Sulfonyl Hydrazides: Access to β-Iodoalkenyl Sulfides
Bao, Yishu,Yang, Xiuqin,Zhou, Qingfa,Yang, Fulai
, p. 1966 - 1969 (2018)
A highly regio- and stereoselective synthesis of β-haloalkenyl sulfides using commercially available ketones and sulfonyl hydrazides as starting materials has been developed. This protocol obviates the need for alkynes and traditional sulfenylating agents
Synthesis of (E)-β-iodovinyl sulfones via DTBP/I2 promoted difunctionalization of alkynes with sodium benzenesulfinates
Bi, Wenzhu,Ren, Chunyan,Jia, Linguo,Xia, Xiaoyi,Chen, Xi,Chen, Xiaolan,Zhao, Yufen
, p. 391 - 396 (2017)
The present reaction provides a simple and convenient synthetic strategy to construct β-iodovinyl sulfones through molecular iodine and DTBP (di-tert-butyl peroxide) promoted difunctionalization of alkynes with sodium benzenesulfinates under mild and envi
Iodosulfonylation of Alkynes under Ultrasound Irradiation
Zhou, Chuanjiang,Zeng, Xianghua
, p. 4614 - 4620 (2021/09/13)
(E)-Iodo vinylsulfones are synthesized under ultrasound irradiation using alkynes, sulfonyl hydrazides, potassium iodide and hydrogen peroxide. The key features of this protocol are the speed and efficiency of the reactions, which afford good to excellent
Synthesis of (E)-iodo vinylsulfones via oxidative addition of thiol into alkyne under metal free condition
Samanta, Surya Kanta,Sarkar, Rumpa,Bera, Mrinal K.
supporting information, (2021/07/12)
An efficient, transition-metal free and molecular iodine promoted protocol for the construction of (E)-β-iodovinyl sulfone derivatives via oxidative C–S coupling of thiol and alkyne has been demonstrated. Both aryl and alkyl terminal acetylenes were found to be an excellent substrate for the present reaction which provides a wide range of β-iodovinyl sulfone derivatives with very good yield and excellent regio and stereo-selectivities. Diaryldisulfide is also found to be an equally efficient sulfonyl group surrogate under identical reaction conditions.
Transition-metal-free NaI-mediated reaction of aryl sulfonyl chloride with alkynes: Synthesis of (E)-β-iodovinyl sulfones
Chen, Dan,Lin, Li,Peng, Xiaoyan,Yu, Xinyi,Yang, Zhonglie,Liu, Yutong,Zhang, Xiaobin,Li, Jiahong,Jiang, Hezhong
supporting information, (2021/06/15)
A novel protocol for synthesis of (E)-β-Iodovinyl sulfones via NaI-mediated of aryl sulfonyl chloride with alkynes is described, featuring transition-metal-free condition, commercial available substrates, convenient operation, as well as good functional group compatibility. A wide variety of substrate application and good functional group tolerance is provided by this approach, giving multiple (E)-β-Iodovinyl sulfones analogues with excellent yields (up to 98%, >4 g scale).
Visible-light-induced surfactant-promoted sulfonylation of alkenes and alkynes with sulfonyl chloride by the formation of an EDA-complex with NaI in water at room temperature
Jiang, Hezhong,Li, Jiahong,Li, Jun-Long,Lin, Li,Liu, Jianchen,Liu, Xiang-Wei,Wang, Jingxia,Yang, Zhonglie,Zhang, Xiaobin,Zheng, Jiale
, p. 5467 - 5473 (2021/08/16)
A green and efficient visible-light-induced iodosulfonyl reaction of alkenes in water using an EDA complex strategy at room temperature has been disclosed. The addition of a cationic surfactant allows for the easy formation of colored EDA complexes in water. The hydrophobic effect of the core in the surfactant aggregates, which act as a reaction medium formed by the surfactants themselves in water, plays a significant role in stabilizing the transition state and decreasing the activation energy of the reaction. Remarkably, transition-metal catalysts and organic solvents were not required in this transformation. Moreover, it displayed a broad substrate scope, good functional group tolerance, simple operation, scalability and high chemical selectivity. Thus, it not only provided a green and efficient synthetic strategy for the preparation of β-iodo-substituted sulfone derivatives, but also enriched the investigation of visible-light-induced reactions in water.
Electrochemical Induced Regio- and Stereoselective Difunctionalization of Alkynes: The Synthesis of (E)-β-Iodovinyl Sulfones
Zhang, Xinghua,Lu, Danna,Wang, Zhenwei
supporting information, p. 4284 - 4287 (2021/06/16)
An efficient, green, and oxidant-free electrochemical method for alkyne difunctionalization was described. Using undivided electrochemical cell for iodosulfonylation of alkynes with commercially available iodide radical (NaI), arylsulfonyl radical (ArSOs
An iodine-mediated new avenue to sulfonylation employingN-hydroxy aryl sulfonamide as a sulfonylating agent
Raghuvanshi, Dushyant Singh,Verma, Narsingh
supporting information, p. 4760 - 4767 (2021/06/09)
A novel and highly efficient I2/K2CO3mediated regioselective sulfonylation of thiophenols, aryl acetylenic acid and aromatic alkynes withN-hydroxy sulfonamide has been developed.N-hydroxy sulfonamide has been used for the first time for the synthesis of these sulfones. The scope and versatility of the reaction has been demonstrated by the regio- and stereoselective synthesis of different analogs of sulfones with various structural features.
Electrochemically enabled sulfonylation of alkynes with sodium sulfinates
Meng, Xiangtai,Xu, Hehua,Cao, Xiaoji,Cai, Xu-Min,Luo, Jinyue,Wang, Fei,Huang, Shenlin
supporting information, p. 6827 - 6831 (2020/09/15)
An electrochemical sulfonylation of alkynes with sodium sulfinates was achieved for the first time at room temperature. Employing this electrolysis strategy, the reaction occurs efficiently under transition-metal-free, external oxidant-free, and base-free conditions and furnishes diverse alkynyl sulfones in satisfactory yield with broad functional group tolerance.
Pd-Catalyzed Annulation of β-Iodovinyl Sulfones with 2-Halophenols: A General Route for the Synthesis of 3-Sulfonyl Benzofuran Derivatives
Krishna, Gamidi Rama,Kumar, Jangam Jagadesh,Kumari, Arram Haritha,Reddy, Raju Jannapu
supporting information, (2020/03/04)
The palladium-catalyzed annulation between β-iodovinyl sulfones and 2-halophenols or 1-bromo-2-naphthol or 2-bromo-3-pyridinol is presented. The annulation process involving oxa-Michael addition-elimination and intramolecular Heck reaction leading to form
