63707-12-0Relevant academic research and scientific papers
Ru-Catalyzed [3 + 2] Cycloaddition of Nitrile Oxides and Electron-Rich Alkynes with Reversed Regioselectivity
Feng, Qiang,Huang, Hai,Sun, Jianwei
supporting information, p. 2431 - 2436 (2021/05/05)
Polarity reversal ("umpolung") of a functional group can override its inherent reactivity and lead to distinct bond-forming modes. Herein we describe a rarely studied cycloaddition between nitrile oxides and electron-rich alkynes with reversed regioselect
Transition Metal-Free C-H Thiolation via Sulfonium Salts Using β-Sulfinylesters as the Sulfur Source
Chen, Yanhui,Wen, Si,Tian, Qingyu,Zhang, Yuqing,Cheng, Guolin
, p. 7905 - 7909 (2021/10/20)
We disclose a direct C(sp)-, C(sp2)-, and C(sp3)-H thiolation reaction using β-sulfinylesters as the versatile sulfur source. The key step of this protocol is chemoselective C-S bond cleavage of the sulfonium salts that are formed in situ from the corresponding alkenes, alkynes, and 1,3-dicarboxyl compounds with β-sulfinylesters. The successful capture of the acrylate byproduct supports a retro-Michael reaction mechanism.
Radical-mediated sulfonyl alkynylation, allylation, and cyanation of propellane
Wu, Zhen,Xu, Yaohui,Zhang, Huihui,Wu, Xinxin,Zhu, Chen
supporting information, p. 6066 - 6069 (2021/06/21)
Bicyclo[1.1.1]pentane (BCP) is widely applied as the bioisostere for aryl, internal alkynes, andtert-butyl groups in medicinal chemistry. We herein disclose an efficient and practical preparation of sulfonyl alkynyl/allyl/cyano-substituted BCP derivatives
N-Alkynylthio Phthalimide: A Shelf-Stable Alkynylthio Transfer Reagent for the Synthesis of Alkynyl Thioethers
Gao, Wen-Chao,Shang, Yu-Zhu,Chang, Hong-Hong,Li, Xing,Wei, Wen-Long,Yu, Xin-Zhang,Zhou, Rong
, p. 6021 - 6024 (2019/08/20)
A new kind of electrophilic alkynylthiolating reagent, called N-alkynylthio phthalimide, is designed and synthesized herein. This electrophilic sulfenylating reagent can be easily prepared in three steps from commercially available phthalimide and corresp
Convenient and Efficient Diastereoselective Preparation of Functionalized Z-Alkenyl Sulfides
Doroszuk, Justyna,Musiejuk, Mateusz,Ponikiewski, ?ukasz,Witt, Dariusz
supporting information, p. 6333 - 6337 (2018/11/01)
We have developed an efficient and convenient regio- and stereoselective reduction of the alkynyl sulfides with pinacolborane in the presence of copper(I) chloride to produce (Z)-alkenyl sulfides in good and very good yields. The functionalized alkynyl sulfides are readily available based on the reaction of lithium acetylides with thiotosylates under mild conditions.
Hollow nanoshell-sphere Fe@Fe/Pd reactors: a magnetically recoverable catalyst for the Csp–S cross-coupling reactions in water
Abadi, Parvaneh Ghaderi-Shekhi,Rafiee, Ezzat,Joshaghani, Mohammad
, p. 1513 - 1525 (2018/06/21)
The hollow Pd–PVP–Fe nanosphere and Fe–PVP nanoparticle catalysts were synthesized by thermal method. Mixing of two metallic nanocatalysts was applied in the Csp–S cross-coupling reactions between diphenyl disulfide and phenylacetylene under mi
Convenient and efficient synthesis of functionalized unsymmetrical alkynyl sulfides
Doroszuk,Musiejuk,Demkowicz,Rachon,Witt
, p. 105449 - 105453 (2016/11/18)
We developed a simple and efficient method for the synthesis of functionalized unsymmetrical alkynyl sulfides under mild conditions in good yields. The designed method is based on the reaction of 5,5-dimethyl-2-thioxo-1,3,2-dioxaphosphorinan-2-disulfanyl derivatives with lithium acetylides. The developed method allows the preparation of unsymmetrical alkynyl sulfides bearing additional hydroxyl, carboxyl, or amino functionalities.
A heterogeneous copper(I)-catalyzed aerobic oxidative cross-dehydrogenative coupling of terminal alkynes with thiols leading to alkynyl sulfides
Fang, Zhiqiang,He, Wen,Cai, Mingzhong,Lin, Yang,Zhao, Hong
supporting information, p. 6463 - 6467 (2015/11/16)
A heterogeneous copper-catalyzed direct oxidative cross-dehydrogenative coupling of terminal alkynes with thiols was achieved in DMSO at 70 °C in the presence of an MCM-41-supported bidentate nitrogen copper(I) complex [MCM-41-2N-CuCl] and K2CO
Cu(i)-catalyzed aerobic cross-dehydrogenative coupling of terminal alkynes with thiols for the construction of alkynyl sulfides
Yang, Yong,Dong, Weibing,Guo, Yisong,Rioux, Robert M.
supporting information, p. 3170 - 3175 (2013/11/06)
Highly active and selective aerobic cross-dehydrogenative coupling of terminal alkynes with thiols to construct alkynyl sulfides catalyzed by Cu(i) using molecular oxygen as the oxidant has been demonstrated under mild reaction conditions. The process is applicable to a wide range of alkynes and various thiols and is compatible with a variety of functional groups on both alkyne and thiol coupling partners.
A concise synthetic strategy to alkynyl sulfides via transition-metal-free catalyzed C-S coupling of 1,1-dibromo-1-alkenes with thiophenols
Ni, Zhangqin,Wang, Sichang,Mao, Hui,Pan, Yuanjiang
scheme or table, p. 3907 - 3910 (2012/08/28)
A novel synthetic strategy to alkynyl sulfides via transition-metal-free catalyzed C-S coupling of 1,1-dibromo-1-alkenes with thiophenols has been developed. The new strategy which avoided the transition-metal toxicities is environmental friendly and very
