130248-54-3Relevant articles and documents
Scope and limitations of the intermolecular furan-yne cyclization
Zeiler, Anna,Ziegler, Michael J.,Rudolph, Matthias,Rominger, Frank,Hashmi, A. Stephen K.
, p. 1507 - 1514 (2015)
Different types of alkynes were reacted with 2,5-disubstituted furans in order to evaluate the scope of the intermolecular furan-yne reaction. With ethynyl aryl ethers as starting materials, 2-phenoxy phenols were accessible in moderate to good yields. A different reaction mode was observed for alkynes bearing electron-withdrawing substituents. For these starting materials a cis-selective hydroarylation took place in an anti-Markovnikov fashion in excellent yields. 1,2-Diynes turned out to be suitable starting materials as well. Due to the second alkynyl moiety, after an initial phenol synthesis, a subsequent hydro-alkoxylation by the newly formed phenolic oxygen gives access to benzofurans in a tandem process.
Unraveling the Mechanism of 1,3-Diyne Cross-Metathesis Catalyzed by Silanolate-Supported Tungsten Alkylidyne Complexes
Schnabel, Tobias M.,Melcher, Daniel,Brandhorst, Kai,Bockfeld, Dirk,Tamm, Matthias
, p. 9022 - 9032 (2018)
The benzylidyne complex [PhC≡W{OSi(OtBu)3}3] (1) catalyzed the cross-metathesis between 1,4-bis(trimethylsilyl)-1,3-butadiyne (2) and symmetrical 1,3-diynes (3) efficiently, which gave access to TMS-capped 1,3-diynes RC≡C?C≡CSiMesub
Chemoselective Cobalt(I)-Catalyzed Cyclotrimerization of (Un)Symmetrical 1,3-Butadiynes for the Synthesis of 1,2,4-Regioisomers
Weber, Sebastian M.,Hilt, Gerhard
supporting information, p. 4106 - 4110 (2019/06/17)
The cobalt(I)-catalyzed cyclotrimerization of (un)symmetrical 1,4-disubstituted 1,3-butadiynes is presented. In the case of unsymmetrical 1,3-butadiynes, this reaction can generate eight 1,2,4-substituted and four 1,3,5-substituted isomers. A single 1,2,4-substituted isomer was formed in excellent yields (up to 99%) and exclusive regioselectivities (>99:1) when symmetrical or a 1,3-butadiyne with an aryl or alkyl substituent and a trimethylsilyl group were applied. A large number of products accepting a wide variety of functional groups were synthesized.