61378-39-0Relevant articles and documents
Preparation of vincinal hetero 1,2-dihalo-olefins by using aqueous hydrohalic acid
Lei, Ya-Ru,Liang, Jia-Ying,Wang, Yu-Jiang,Chen, Zili
supporting information, (2021/04/02)
An efficient simple method was developed to prepare hetero E-1,2-dihaloolefins from mono- or disubstituted alkynes, in which, NXS (X = Br, I) was utilized as the electrophilic reagents and aqueous hydrohalic acid as the nucleophile. Moreover, Z-type dihalogenation olefins could be obtained from the terminal silylacetylene.
Selective Mono- And Dialkynylation of 1-Fluoro-2,2-diiodovinylarenes Using Pd-Catalyzed Decarboxylative Coupling Reactions
Jayaraman, Aravindan,Lee, Sunwoo
supporting information, p. 7923 - 7927 (2019/10/19)
Palladium-catalyzed decarboxylative coupling reactions using alkynoic acids and 1-fluoro-2,2-diiodovinylarenes provide mono- and dialkynylfluoroalkenes with high selectivity. When the reaction was conducted using DBU/DMSO, the hydrodeiodinated monoalkynyl
Sequential Functionalization of Alkynes and Alkenes Catalyzed by Gold(I) and Palladium(II) N-Heterocyclic Carbene Complexes
Gómez-Herrera, Alberto,Nahra, Fady,Brill, Marcel,Nolan, Steven P.,Cazin, Catherine S. J.
, p. 3381 - 3388 (2016/11/16)
The iodination of terminal alkynes for the synthesis of 1-iodoalkynes using N-iodosuccinimide in the presence of a AuI-NHC (NHC=N-heterocyclic carbene) catalyst is reported. A series of aromatic alkynes was transformed successfully into the corresponding 1-iodoalkynes in good to excellent yields under mild reaction conditions. The further use of these compounds as organic building blocks and the advantageous choice of metal-NHC complexes as catalysts for alkyne functionalization were further demonstrated by performing selective AuI-catalyzed hydrofluorination to yield (Z)-2-fluoro-1-iodoalkenes, followed by a Suzuki–Miyaura cross-coupling with aryl boronic acids catalyzed by a PdII-NHC complex to access trisubstituted (Z)-fluoroalkenes. All methodologies can be performed sequentially with only minor variations in the optimized individual reaction conditions, maintaining high efficiency and selectivity in all cases, which therefore, provides straightforward access to valuable fluorinated alkenes from commercially available terminal alkynes.