35776-38-6Relevant articles and documents
Copper-Catalyzed Cycloaddition of Heterobicyclic Alkenes with Diaryl Disulfides to Synthesize Dihydrobenzo[b]thiophene Derivatives
Lin, Qifu,Yang, Wen,Yao, Yongqi,Li, Yue,Wang, Lin,Yang, Dingqiao
, p. 4193 - 4204 (2021)
A novel copper-catalyzed cycloaddition of diaryl disulfides to heterobicyclic alkenes has been developed. The C - S and C - C bonds can be formed simultaneously on the C═C bond of the olefins via a single-step cycloaddition to afford a series of 2,3-dihydrobenzo[b]thiophene derivatives. This reaction exhibits excellent diastereoselectivity and relatively broad substrate scope. Various functional groups attached to the substrates are tolerated in this protocol to give the corresponding exo adducts in moderate yields.
Electrocatalytic Deuteration of Halides with D2O as the Deuterium Source over a Copper Nanowire Arrays Cathode
Chong, Xiaodan,Han, Shuyan,Li, Mengyang,Liu, Cuibo,Zhang, Bin
supporting information, p. 18527 - 18531 (2020/08/21)
Precise deuterium incorporation with controllable deuterated sites is extremely desirable. Here, a facile and efficient electrocatalytic deuterodehalogenation of halides using D2O as the deuteration reagent and copper nanowire arrays (Cu NWAs) electrochemically formed in situ as the cathode was demonstrated. A cross-coupling of carbon and deuterium free radicals might be involved for this ipso-selective deuteration. This method exhibited excellent chemoselectivity and high compatibility with the easily reducible functional groups (C=C, C≡C, C=O, C=N, C≡N). The C?H to C?D transformations were achieved with high yields and deuterium ratios through a one-pot halogenation–deuterodehalogenation process. Efficient deuteration of less-active bromide substrates, specific deuterium incorporation into top-selling pharmaceuticals, and oxidant-free paired anodic synthesis of high-value chemicals with low energy input highlighted the potential practicality.
Cobalt-catalyzed annulation of aryl iodides with alkynes
Komeyama, Kimihiro,Kashihara, Tetsuya,Takaki, Ken
supporting information, p. 5659 - 5662 (2013/09/24)
A cobalt-catalyzed approach for the concise synthesis of naphthalenes by the annulation of aryl iodides with alkynes is disclosed. In the reaction, manganese reductant and MeCN solvent are necessary to proceed efficiently, which tolerates various functional groups, for example, boronate ester. Mechanistic investigation indicates that the transformation employs electrophilic aromatic substitution (SEAr) in the aromatic C-H bond replacement step.