Direct access to α-sulfenylated amides/esters via sequential oxidative sulfenylation and C–C bond cleavage of 3-oxobutyric amides/esters

2018 ◽  
Vol 54 (7) ◽  
pp. 802-805 ◽  
Author(s):  
Yi Jiang ◽  
Jie-dan Deng ◽  
Hui-hong Wang ◽  
Jiao-xia Zou ◽  
Yong-qiang Wang ◽  
...  
Keyword(s):  
Bond Cleavage ◽  
Oxygen Atmosphere ◽  
Environmentally Benign ◽  
Direct Access

An efficient, environmentally benign and unprecedented synthesis of various α-sulfenylated amides/esters has been developed under oxygen atmosphere.

Rh-catalyzed oxidative C–C bond formation and C–N bond cleavage: direct access to C2-olefinated free (NH)-indoles and pyrroles

2014 ◽  
Vol 12 (11) ◽  
pp. 1703-1706 ◽  
Author(s):  
Satyasheel Sharma ◽  
Sangil Han ◽  
Mirim Kim ◽  
Neeraj Kumar Mishra ◽  
Jihye Park ◽  
...  
Keyword(s):  
Bond Cleavage ◽  
Bond Formation ◽  
Direct Access

The rhodium-catalyzed oxidative C2-olefination of indoles and pyrroles containing N-arylcarboxamide directing groups with a range of alkenes and subsequent cleavage of directing groups is described.

scholarly journals Asymmetric Zinc Catalysis in Green One-Pot Processes

2021 ◽  
Vol 25 ◽  
Author(s):  
Hélène Pellissier
Keyword(s):  
Environmentally Benign ◽  
Direct Access ◽  
Tandem Reactions ◽  
Chiral Molecules ◽  
One Pot ◽  
First Time ◽  
Zinc Catalysis

: This review collects for the first time enantioselective one-pot processes promoted by green chiral zinc catalysts. It illustrates how much these cheap, non-toxic and environmentally benign catalysts allow unprecedented asymmetric domino and tandem reactions of many types to be achieved, allowing a direct access to a wide variety of very complex chiral molecules.

scholarly journals Recent Advances in C-F Bond Cleavage Enabled by Visible Light Photoredox Catalysis

Molecules ◽  
2021 ◽  
Vol 26 (22) ◽  
pp. 7051
Author(s):  
Lei Zhou
Keyword(s):  
Visible Light ◽  
Future Development ◽  
Bond Cleavage ◽  
Bond Formation ◽  
Environmentally Benign ◽  
Personal Perspective ◽  
Photoredox Catalysis ◽  
Recent Advances ◽  
The Future ◽  
The Creation

The creation of new bonds via C-F bond cleavage of readily available per- or oligofluorinated compounds has received growing interest. Using such a strategy, a myriad of valuable partially fluorinated products can be prepared, which otherwise are difficult to make by the conventional C-F bond formation methods. Visible light photoredox catalysis has been proven as an important and powerful tool for defluorinative reactions due to its mild, easy to handle, and environmentally benign characteristics. Compared to the classical C-F activation that proceeds via two-electron processes, radicals are the key intermediates using visible light photoredox catalysis, providing new modes for the cleavage of C-F bonds. In this review, a summary of the visible light-promoted C-F bond cleavage since 2018 was presented. The contents were classified by the fluorosubstrates, including polyfluorinated arenes, gem-difluoroalkenes, trifluoromethyl arenes, and trifluoromethyl alkenes. An emphasis is placed on the discussion of the mechanisms and limitations of these reactions. Finally, my personal perspective on the future development of this rapidly emerging field was provided.

Nickel-Catalyzed Reductive Cross-Coupling of Benzylic Sulfonium Salts with Aryl Iodides

Synlett ◽  
2022 ◽  
Author(s):  
Fan Wu ◽  
Wei Wang ◽  
Ken Yao
Keyword(s):  
Electron Transfer ◽  
Transfer Process ◽  
Bond Cleavage ◽  
Cross Coupling ◽  
Direct Access ◽  
Single Electron Transfer ◽  
Mechanistic Studies ◽  
Electron Transfer Process ◽  
Sulfonium Salts ◽  
Aryl Iodides

A nickel-catalyzed cross-electrophile coupling of benzylic sulfonium salts with aryl iodides has been developed, providing direct access to diarylalkanes from readily available and stable coupling partners. Preliminary mechanistic studies suggest that the C–S bond cleavage proceeds through a single-electron transfer process to generate a benzylic radical.

scholarly journals Visible light photoredox-catalyzed deoxygenation of alcohols

2014 ◽  
Vol 10 ◽  
pp. 2157-2165 ◽  
Author(s):  
Daniel Rackl ◽  
Viktor Kais ◽  
Peter Kreitmeier ◽  
Oliver Reiser
Keyword(s):  
Natural Products ◽  
Visible Light ◽  
Blue Light ◽  
Functional Group ◽  
Bond Cleavage ◽  
Environmentally Benign ◽  
Visible Light Photocatalysis ◽  
Water Mixture ◽  
Visible Light Photocatalyst ◽  
Single Bonds

Carbon–oxygen single bonds are ubiquitous in natural products whereas efficient methods for their reductive defunctionalization are rare. In this work an environmentally benign protocol for the activation of carbon–oxygen single bonds of alcohols towards a reductive bond cleavage under visible light photocatalysis was developed. Alcohols were activated as 3,5-bis(trifluoromethyl)-substituted benzoates and irradiation with blue light in the presence of [Ir(ppy)2(dtb-bpy)](PF6) as visible light photocatalyst and Hünig’s base as sacrificial electron donor in an acetonitrile/water mixture generally gave good to excellent yields of the desired defunctionalized compounds. Functional group tolerance is high but the protocol developed is limited to benzylic, α-carbonyl, and α-cyanoalcohols; with other alcohols a slow partial C–F bond reduction in the 3,5-bis(trifluoromethyl)benzoate moiety occurs.

Generation of Iminyl Copper Species from α-Azido Carbonyl Compounds and Their Catalytic C−C Bond Cleavage under an Oxygen Atmosphere

2010 ◽  
Vol 12 (9) ◽  
pp. 2052-2055 ◽  
Author(s):  
Shunsuke Chiba ◽  
Line Zhang ◽  
Gim Yean Ang ◽  
Benjamin Wei-Qiang Hui
Keyword(s):  
Carbonyl Compounds ◽  
Bond Cleavage ◽  
Oxygen Atmosphere ◽  
Copper Species

scholarly journals Palladium-Catalyzed Oxidative Alkynylation of Alkenes via C—C Bond Cleavage under Oxygen Atmosphere.

ChemInform ◽  
2003 ◽  
Vol 34 (52) ◽  
Author(s):  
Takahiro Nishimura ◽  
Hitoshi Araki ◽  
Yasunari Maeda ◽  
Sakae Uemura
Keyword(s):  
Bond Cleavage ◽  
Oxygen Atmosphere ◽  
Palladium Catalyzed
Sign in / Sign up

Export Citation Format

Share Document