scholarly journals Metal-free transfer hydrochlorination of internal C-C triple bonds with a bicyclo[3.1.0]hexane-based surrogate releasing two molecules of hydrogen chloride

2022 ◽  
Author(s):  
Andreas Josef Weidkamp ◽  
Martin Oestreich
Keyword(s):  
Hydrogen Chloride ◽  
Metal Free ◽  
Triple Bonds

The development and application of a transfer hydrochlorination reagent based on a trichlorinated bicyclo[3.1.0]hexane core that transfers two molecules of HCl per molecule of surrogate to a π-basic substrate under...

Transition-Metal-Free Cleavage of C–C Triple Bonds in Aromatic Alkynes with S8 and Amides Leading to Aryl Thioamides

2018 ◽  
Vol 20 (8) ◽  
pp. 2228-2231 ◽  
Author(s):  
Kai Xu ◽  
Ziyi Li ◽  
Fangyuan Cheng ◽  
Zhenzhen Zuo ◽  
Tao Wang ◽  
...  
Keyword(s):  
Transition Metal ◽  
Metal Free ◽  
Triple Bonds

Hypervalent Iodine-mediated/Catalyzed Oxidative Cycloisomerization/Annulation of Alkynes for Metal-free Synthesis of Oxazoles

2020 ◽  
Vol 24 (18) ◽  
pp. 2048-2069
Author(s):  
Akio Saito
Keyword(s):  
Functional Groups ◽  
Single Step ◽  
Biologically Active ◽  
Hypervalent Iodine ◽  
Sustainable Chemistry ◽  
Metal Free ◽  
Triple Bonds ◽  
Iodine Species ◽  
Low Toxicity ◽  
Synthetic Intermediates

Since oxazoles have found widespread applications not only as synthetic intermediates but also as biologically active compounds, much effort has been focused on developing novel and efficient methods for the synthesis of this heterocycle. From the viewpoint of green and sustainable chemistry, hypervalent iodine and other halogen reagents have gained increasing popularity in metal-free oxidative transformation due to their low toxicity, transition-metal-like reactivity, high stability, easy handling and other benefits. In this account, our two approaches to the metal-free synthesis of oxazoles by means of a peculiar activation of alkynes by iodine species are described with the related contexts. One is iodine(III)-mediated/catalyzed oxidative cycloisomerization reactions of N-propargyl amides for the preparation of oxazoles bearing various functional groups at their side chains. In these reactions, iodine(III) species works as a donor of various heteroatomic functional groups as well as an activator of carbon-carbon triple bonds in a single step. Furthermore, this methodology can be extended to iodine(III)-mediated/catalyzed oxidative annulation of alkynes and nitriles as another approach, in which heteroatoms on iodine(III) species are incorporated in the azole rings.

Influence of a D–π–A system through a linked unit of double and triple bonds in a triarylene bridge for dye-sensitised solar cells

2017 ◽  
Vol 41 (16) ◽  
pp. 8016-8025 ◽  
Author(s):  
Rui-Yu Huang ◽  
Yu-Hsiang Chiu ◽  
Yu-Hsuang Chang ◽  
Kew-Yu Chen ◽  
Pei-Ting Huang ◽  
...  
Keyword(s):  
Solar Cells ◽  
Organic Dyes ◽  
Metal Free ◽  
Triple Bonds

Herein, eight metal-free organic dyes (YH-1–YH-8) containing olefin or acetylene as π-spacer linkages in a triarylene bridge were synthesised.

Metal-Free Transfer Hydrobromination of C–C Triple Bonds

2019 ◽  
Vol 21 (12) ◽  
pp. 4531-4534 ◽  
Author(s):  
Weiqiang Chen ◽  
Martin Oestreich
Keyword(s):  
Metal Free ◽  
Triple Bonds

Effects of monomer and ether structure on metal-free living cationic polymerization of various vinyl ethers using hydrogen chloride with ether

2009 ◽  
Vol 64 (3) ◽  
pp. 209-220 ◽  
Author(s):  
Shinji Sugihara ◽  
Masaru Kitagawa ◽  
Yuichi Inagawa ◽  
Izabela Magdalena Zaleska ◽  
Isao Ikeda
Keyword(s):  
Hydrogen Chloride ◽  
Cationic Polymerization ◽  
Vinyl Ethers ◽  
Free Living ◽  
Metal Free ◽  
Living Cationic Polymerization

scholarly journals Recent Advances in the Addition of Amide/Sulfonamide Bonds to Alkynes

Molecules ◽  
2019 ◽  
Vol 24 (1) ◽  
pp. 164 ◽  
Author(s):  
Fei Zhao ◽  
Pinyi Li ◽  
Xiaoyan Liu ◽  
Xiuwen Jia ◽  
Jiang Wang ◽  
...  
Keyword(s):  
Transition Metal ◽  
Present Review ◽  
Reaction Conditions ◽  
Metal Free ◽  
Triple Bonds ◽  
Recent Advances ◽  
Direct Functionalization ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed

The addition of amide/sulfonamide bonds to alkynes is not only one of the most important strategies for the direct functionalization of carbon–carbon triple bonds, but also a powerful tool for the downstream transformations of amides/sulfonamides. The present review provides a comprehensive summary of amide/sulfonamide bond addition to alkynes, including direct and metal-free aminoacylation, based-promoted aminoacylation, transition-metal-catalyzed aminoacylation, organocatalytic aminoacylation and transition-metal-catalyzed aminosulfonylation of alkynes up to December 2018. The reaction conditions, regio- and stereoselectivities, and mechanisms are discussed and summarized in detail.

A CO2-mediated base catalysis approach for the hydration of triple bonds in ionic liquids

2021 ◽  
Author(s):  
Minhao Tang ◽  
Fengtao Zhang ◽  
Yanfei Zhao ◽  
Yuepeng Wang ◽  
Zhengang Ke ◽  
...  
Keyword(s):  
Ionic Liquids ◽  
Carbonyl Compounds ◽  
Base Catalysis ◽  
Metal Free ◽  
Base Catalysts ◽  
Triple Bonds

CO2 mediates ILs to serve as base catalysts for the activation of triple bonds, which achieves hydration of nitriles and CC containing compounds to carbonyl compounds under metal-free conditions.

Influence of Triple Bonds as π-Spacer Units in Metal-Free Organic Dyes for Dye-Sensitized Solar Cells

2010 ◽  
Vol 114 (25) ◽  
pp. 11305-11313 ◽  
Author(s):  
Chao Teng ◽  
Xichuan Yang ◽  
Chao Yang ◽  
Haining Tian ◽  
Shifeng Li ◽  
...  
Keyword(s):  
Solar Cells ◽  
Organic Dyes ◽  
Dye Sensitized Solar Cells ◽  
Metal Free ◽  
Dye Sensitized ◽  
Triple Bonds ◽  
Sensitized Solar Cells
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