58294-83-0Relevant articles and documents
Rh(I)-Catalyzed Decarboxylative Arylation of Alkynyl Cyclic Carbonates: Divergent Access to Substituted α-Allenols and 1,3-Butadienes
Sontakke, Geetanjali S.,Shukla, Rahul K.,Volla, Chandra M. R.
supporting information, p. 565 - 573 (2021/11/16)
Rh(I)-catalyzed decarboxylative arylation of alkynyl cyclic carbonates using commercially available and low-toxic aryl boronic acids has been disclosed. Depending on the nature of the cyclic carbonates, the methodology provides a straightforward platform to access either substituted 2,3-allenols or 1,3-butadiene derivatives. Internal alkynyl cyclic carbonates undergo monoarylation to conveniently afford 2,3-allenols with high syn-selectivity for the aryl and hydroxy groups. Whereas, terminal alkynyl carbonates led to the formation of diarylated 1,3-butadiene derivatives having cis-configuration for the two aryl groups via allenyl rhodium(I)alkoxide intermediate. The compatibility of various functional groups allowed to develop a library of diversely functionalized scaffolds with excellent regioselectivity in good yields. Late-stage transformation of a series of natural products highlights the wide applicability of the arylation process. Additionally, scale-up experiments and downstream transformations of α-allenol derivatives into other valuable heterocycles illustrate the efficacy of the protocol.
Poly(ethylene glycol) as a reaction matrix in platinum- or gold-catalyzed cycloisomerization: A mechanistic investigation
Spina, Rosella,Colacino, Evelina,Martinez, Jean,Lamaty, Frédéric
supporting information, p. 3817 - 3821 (2013/04/24)
Design for diversity: A new catalytic system based on PEG-3400 and a metal salt (Pt or Au) was designed to efficiently perform a cycloisomerization reaction under microwave irradiation, which gave diverse heterocycles in good to excellent yields, after a
A simple and convenient synthesis of substituted furans and pyrroles by CuCl2-catalyzed heterocyclodehydration of 3-yne-1,2-diols and N-Boc- or N-tosyl-1-amino-3-yn-2-ols
Gabriele, Bartolo,Plastina, Pierluigi,Vetere, Mabel V.,Veltri, Lucia,Mancuso, Raffaella,Salerno, Giuseppe
experimental part, p. 3565 - 3567 (2010/08/07)
A simple and economical synthesis of substituted furans and pyrroles, by ligand-free CuCl2-catalyzed heterocyclodehydration of readily available 3-yne-1,2-diols and N-Boc- or N-tosyl-1-amino-3-yn-2-ols, respectively, is presented. Reactions are carried out in MeOH at 80-100 °C for 1-24 h and afford the corresponding heterocyclic derivatives in 53-99% isolated yields.