Article
Chemistry, Multidisciplinary
Lukas Englert, Uwe Schmidt, Michael Domling, Max Passargus, Tom E. Stennett, Alexander Hermann, Merle Arrowsmith, Marcel Harterich, Jonas Mussig, Alexandra Phillipps, Dominic Prieschl, Anna Rempel, Felix Rohm, Krzysztof Radacki, Fabian Schorr, Torsten Thiess, J. Oscar C. Jimenez-Halla, Holger Braunschweig
Summary: Reactions of terminal acetylenes with doubly Lewis base-stabilised diborenes exhibit distinct outcomes based on temperature and ligand properties, involving either cycloaddition or hydroalkynylation. Phosphine-stabilised diborenes undergo exclusively cycloaddition, leading to significant molecular rearrangement.
Article
Chemistry, Inorganic & Nuclear
Zuzhang Lin, Zhewei Yan, Yapeng Cai, Jian Xuan, Nanxiang He, Hong Zhang
Summary: Enyne metathesis reactions involving metallacyclobutene intermediates have been extensively studied and utilized in various synthetic processes and catalytic transformations. In this study, we investigated the utilization of metalla-aromatic in classical [2 + 2] cycloaddition, where eta(3)-allyl structures were formed stoichiometrically through hydrogen-bonding-induced [2 + 2] cycloaddition between propynol and a ruthenabenzene complex. The impact of intramolecular hydrogen bonding interaction was analyzed using experimental and computational studies.
Article
Chemistry, Multidisciplinary
Sarah N. Momm, Christian Seifried, Reinhard Brueckner
Summary: Previous studies have shown that 6,7-benzannulated nona-1,8-diene-5-ones can undergo ring-closing diene metatheses, giving benzotropolones. This study reveals that 6,7-benzannulated non-1-en-8-yn-5-ones can undergo ring-closing enyne metatheses, giving 9-vinylbenzotropolones. These findings are significant for organic synthesis.
Article
Polymer Science
Caitlin S. Sample, Elizabeth A. Kellstedt, Marc A. Hillmyer
Summary: In this study, a new hydroxyl-containing chain transfer agent (CTA) was developed, which allowed for the direct synthesis of hydroxy-telechelic polyalkenamers and subsequent hydrogenation using a streamlined catalytic approach. This method offers high atom economy, low waste generation, uses a green solvent, requires minimal catalyst quantity, and does not require additional purification steps.
Article
Chemistry, Organic
Peizhi Bai, Yubo Jiang, Tiebo Xiao, Guiping Qin
Summary: A Pd-catalyzed cascade reaction has been reported for the efficient construction of stereodefined skipped trienes under mild reaction conditions in a single-step. The reaction tolerates a variety of functional groups and provides substituted stereodefined skipped trienes in moderate to good yields. Preliminary mechanism investigations suggest that the Sonogashira reaction and radical pathway may not be involved in this novel multicomponent coupling reaction.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Kevin George, Sathananthan Kannadasan
Summary: A sequential synthetic process was developed for the synthesis of quinoline/oxindole appended phenylvinyl-2,5-dihydrofuran derivatives. The process involved multiple steps, starting with nucleophilic addition and O-allylation, followed by ring-closing enyne metathesis. The structures and stereochemistry of the synthesized compounds were confirmed by spectroscopic analysis and XRD studies.
Article
Chemistry, Organic
Sambasivarao Kotha, Punam Meher
Summary: In this study, several synthetic strategies for azepino hi-indoles were reported. Commercially available indole derivatives such as 7-bromo indole and 7-formylindole were used as starting materials, and palladium catalyzed cross-coupling reaction and ring closing olefin metathesis (RCM) were employed as key steps. The strategy was also extended to seven-membered fused indoles and eight-membered fused azocino indoles. Various synthetically useful transformations were performed to generate diversity in the fused indole derivatives. The synthesized compounds were well characterized by NMR and HRMS data.
ASIAN JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Dushyant Singh Raghuvanshi, Narsingh Verma
Summary: A novel and highly efficient method using I-2/K2CO3 for the regioselective sulfonylation of thiophenols, aryl acetylenic acid and aromatic alkynes with N-hydroxy sulfonamide has been developed. The reaction demonstrates the versatility and scope by synthesizing different analogs of sulfones with various structural features.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2021)
Article
Chemistry, Organic
Geeta Devi Yadav, Pooja Chaudhary, Balaram Pani, Surendra Singh
Summary: Chiral transition metal complexes with privileged ligands are efficient catalysts for various asymmetric organic transformations. Transition metal complexes of C1-symmetric pyrrolidine-based ligands have been widely used in asymmetric organic reactions. However, a comprehensive review article on the transition metal complexes of chiral C1-symmetric pyrrolidine-based ligands derived from (L)-proline has not been published.
TETRAHEDRON LETTERS
(2024)
