67605-03-2Relevant articles and documents
Rh-Catalyzed Asymmetric Hydrogenation of α-Substituted Vinyl Sulfones: An Efficient Approach to Chiral Sulfones
Shi, Liyang,Wei, Biao,Yin, Xuguang,Xue, Peng,Lv, Hui,Zhang, Xumu
supporting information, p. 1024 - 1027 (2017/03/15)
Rh/(S)-(+)-DTBM-Segphos complex catalyzed asymmetric hydrogenation of α-substituted vinyl sulfones has been achieved, furnishing the desired products in high yields and excellent enantioselectivities (>90% yield, up to 99% ee). This method provided an eff
Markovnikov-Selective Radical Addition of S-Nucleophiles to Terminal Alkynes through a Photoredox Process
Wang, Huamin,Lu, Qingquan,Chiang, Chien-Wei,Luo, Yi,Zhou, Jiufu,Wang, Guangyu,Lei, Aiwen
supporting information, p. 595 - 599 (2017/01/07)
Direct radical additions to terminal alkynes have been widely employed in organic synthesis, providing credible access to the anti-Markovnikov products. Because of the Kharasch effect, regioselective control for the formation of Markovnikov products still remains a great challenge. Herein, we develop a transition-metal-free, visible light-mediated radical addition of S-nucleophiles to terminal alkynes, furnishing a wide array of α-substituted vinyl sulfones with exclusive Markovnikov regioselectivity. Mechanistic investigations demonstrated that radical/radical cross-coupling might be the key step in this transformation. This radical Markovnikov addition protocol also provides an opportunity to facilitate the synthesis of other valuable α-substituted vinyl compounds.
Direct transformation of terminal alkynes to branched allylic sulfones
Xu, Kun,Khakyzadeh, Vahid,Bury, Timm,Breit, Bernhard
supporting information, p. 16124 - 16127 (2015/01/09)
A new strategy for the transformation of terminal alkynes to branched allylic sulfones was developed. Using a Rh(I)/DPEphos/benzoic acid catalyst system, terminal alkynes react with sulfonyl hydrazides to produce branched allylic sulfones with good to exc
Gold-catalyzed intermolecular C-S bond formation: Efficient synthesis of α-substituted vinyl sulfones
Xi, Yumeng,Dong, Boliang,McClain, Edward J.,Wang, Qiaoyi,Gregg, Tesia L.,Akhmedov, Novruz G.,Petersen, Jeffrey L.,Shi, Xiaodong
supporting information, p. 4657 - 4661 (2014/05/20)
A general method for the synthesis of α-substituted vinyl sulfones makes use of a combination of a triazole gold complex and gallium triflate. This efficient C-S bond formation between simple terminal alkynes and sulfinic acids provides access to various α-substituted vinyl sulfones. Less basic, less hindered: The gold-catalyzed intermolecular Markovnikov addition of sulfinic acids to terminal alkynes has been achieved through the use of a bimetallic gold/gallium catalyst system. Various α-substituted vinyl sulfones were efficiently synthesized. A one-pot synthesis that starts from the bench-stable sodium sulfinates was also developed (DCE=1,2-dichloroethane).
