82192-68-5Relevant academic research and scientific papers
Photochemical Cobalt-Catalyzed Hydroalkynylation to Form 1,3-Enynes
Grenier-Petel, Jean-Christophe,Collins, Shawn K.
, p. 3213 - 3218 (2019/04/13)
A photochemical hydroalkynylation is reported employing a metallaphotoredox approach using cobalt catalysis and an organic dye, 4CzIPN. The protocol enables catalysis without the need for stoichiometric metal reductants, normally needed to convert higher
Amide to Alkyne Interconversion via a Nickel/Copper-Catalyzed Deamidative Cross-Coupling of Aryl and Alkenyl Amides
Srimontree, Watchara,Chatupheeraphat, Adisak,Liao, Hsuan-Hung,Rueping, Magnus
supporting information, p. 3091 - 3094 (2017/06/23)
A nickel-catalyzed deamidative cross-coupling reaction of amides with terminal alkynes as coupling partners was disclosed. This newly developed methodology allows the direct interconversion of amides to alkynes and enables a facile route for C(sp2)-C(sp) bond formation in a straightforward and mild fashion.
Stereoselective [4 + 1] annulation reactions with silyl vinylketenes derived from fischer carbene complexes
Moser, William H.,Feltes, Laura A.,Sun, Liangdong,Giese, Matthew W.,Farrell, Ryan W.
, p. 6542 - 6546 (2007/10/03)
Stable silyl vinylketenes were prepared via the thermal reaction of Fischer carbene complexes with triisopropylsilyl- or tert-butyldimethylsilyl- substituted alkynes. The ability of these silyl vinylketenes to participate with carbenoid reagents in [4 + 1
C(sp2)-C(sp) and C(sp)-C(sp) Coupling Reactions Catalyzed by Oxime-Derived Palladacycles
Alonso, Diego A.,Na?jera, Carmen,Pacheco, Ma. Carmen
, p. 1146 - 1158 (2007/10/03)
Oxime-derived chloro-bridged palladacycle 8a, derived from 4,4′-dichlorobenzophenone, is an efficient pre-catalyst for the copper- and amine-free Sonogashira coupling between terminal acetylenes and aryl iodides and aryl and vinyl bromides achieving turnover numbers (TON) of up to 72000. Catalyst 8a has also been shown as a effective promoter for the sila-Sonogashira coupling between 1-(trimethylsilyl)alkynes and aryl iodides and bromides in the presence of CuI or Bu4NBr as co-catalysts. This complex also catalyzes efficiently the homocoupling reaction (Glaser-type coupling) between 1-alkynes in NMP at room temperature with TONs of up to 1000. All the reactions can be performed under air and employing reagent-grade chemicals under very low loading conditions, which demonstrates the versatility and high activity of oxime-derived palladacycles.
USEFUL SYNTHETIC REAGENTS DERIVED FROM 1-TRIISOPROPYLSILYLPROPYNE AND 1,3-BISPROPYNE. DIRECT, STEREOSELECTIVE SYNTHESIS OF EITHER Z OR E ENYNES
Corey, E. J.,Ruecker, Cristoph
, p. 719 - 722 (2007/10/02)
Lithio reagents derived from 1-triisopropylsilylpropyne (1) and 1,3-bis-propyne (3) are effective for the synthesis of Z or E terminal enyne units (CH=CH-CCH) and for carbon-carbon bond formation with halides, aldehydes, ketones, epoxides, and α,β-enones.
