16664-50-9Relevant articles and documents
Sonogashira Coupling Reaction with Palladium Powder, Potassium Fluoride in Aqueous Media
Wang, Lei,Li, Pinhua
, p. 3679 - 3685 (2003)
A Sonogashira coupling reaction of aromatic iodides and bromides with terminal alkynes in the presence of palladium powder, potassium fluoride, cuprous iodide, and triphenylphosphine in aqueous media was developed. The reaction generates the corresponding
Nickel-catalyzed direct alkylation of terminal alkynes at room temperature: A hemilabile pincer ligand enhances catalytic activity
Pérez García, Pablo M.,Ren, Peng,Scopelliti, Rosario,Hu, Xile
, p. 1164 - 1171 (2015)
Direct coupling of alkyl halides with terminal alkynes provides an efficient and streamlined access to alkyl-substituted alkynes, which are important synthetic intermediates, biologically active molecules, and organic materials. However, until now,there h
Unusual Formation of Cyclopenta[ b]indoles from 3-Indolylmethanols and Alkynes
Gandhi, Soniya,Baire, Beeraiah
, p. 3904 - 3918 (2019/04/25)
Acid-promoted synthesis of cyclopenta[b]indole frameworks from 3-indolylmethanols and alkynes has been reported. The overall transformation represents a formal [3 + 2] annulation via rearrangement. This protocol showed good generality for the carbinol substrates as well as alkynes and allowed the generation of structurally diverse cyclopenta[b]indoles. Terminal alkynes, dialkyl-substituted internal alkynes, and alkynes with electron-deficient substituents were found to be not suitable for this transformation. Similarly, N-Ts and N-Boc groups were compatible with reaction conditions, whereas N-Ac and N-Tf failed to undergo this reaction. Isolation of vinyl chloride intermediate suggested the involvement of a vinylic carbocation intermediate. A mechanism has been proposed involving a ring-opening-ring-closing cascade followed by a 1,3-indole migration process via a spirocyclobutene intermediate.
Cross-coupling reactions using porous multipod Cu2O microcrystals as recoverable catalyst in aqueous media
Tang, Lin,Wu, Chaoting,Hu, Qiyan,Li, Qian,Zhang, Wu
, (2017/09/06)
Porous multipod Cu2O microcrystals were found to be an efficient, highly recyclable and eco-friendly catalyst for the cross-coupling reactions of aryl halides and terminal alkynes with high yields in aqueous media. Noteworthy, the Cu2O catalyst can be reused for several times without significant decrease in catalytic activity.