Mediator and Additive Free Trifluoromethyl-Fluorination of Terminal Alkenes by Persistent Perfluoroalkyl Radical

Azusa Sato; Maksym V. Ponomarenko; Taizo Ono; Gerd-Volker Röschenthaler; Vadim A. Soloshonok

doi:10.1002/ejoc.201900651

Mediator and Additive Free Trifluoromethyl-Fluorination of Terminal Alkenes by Persistent Perfluoroalkyl Radical

European Journal of Organic Chemistry ◽

10.1002/ejoc.201900651 ◽

2019 ◽

Vol 2019 (27) ◽

pp. 4417-4421 ◽

Cited By ~ 5

Author(s):

Azusa Sato ◽

Maksym V. Ponomarenko ◽

Taizo Ono ◽

Gerd-Volker Röschenthaler ◽

Vadim A. Soloshonok

Keyword(s):

Terminal Alkenes ◽

Perfluoroalkyl Radical

Download Full-text

ANIPE-Cu Catalyst Enables Highly Enantioselective Markovnikov Hydroboration of α-Olefins

Synlett ◽

10.1055/s-1288-2990 ◽

2020 ◽

Author(s):

Shi-Liang Shi ◽

Yuan Cai

Keyword(s):

Petrochemical Industry ◽

Future Directions ◽

Asymmetric Hydroboration ◽

Terminal Alkenes ◽

Cu Catalyst

AbstractAsymmetric hydroboration of simple and unactivated terminal alkenes (α-olefins), feedstock chemicals derived from the petrochemical industry, has not been efficiently realized for past decades. Using a bulky ANIPE ligand, we achieved a rare example of highly enantioselective copper-catalyzed Markovnikov hydroboration of α-olefins. The chiral secondary alkylboronic ester products were obtained in moderate to good yields and regioselectivities with excellent enantioselectivities.1 Introduction2 Conditions Optimization3 Substrate Scope4 Application5 Mechanistic Discussion6 Conclusions and Future Directions

Download Full-text

Thioether-Facilitated Iridium-Catalyzed Hydrosilylation of Steric 1,1-Disubstituted Olefins

10.26434/chemrxiv.9859103.v1 ◽

2019 ◽

Author(s):

Shengtao Ding

Keyword(s):

Side Chains ◽

Feasible Method ◽

Iridium Catalysis ◽

Efficient Strategy ◽

Terminal Alkenes ◽

And Control ◽

Sulfur Containing ◽

Organosilicon Polymers

One facile and efficient strategy for the hydrosilylation of steric 1,1-disubstituted terminal alkenes is demonstrated. Investigations on substrate scope and control experiments revealed the necessity of thioether in promoting this process under a simple iridium catalysis system. This convenient and feasible method is expected to be useful in the synthesis of sulfur-containing organosilicon polymers with different side-chains.

Download Full-text

Rh(III) catalyzed allylic C-H amidation of unactivated alkenes with in situ generated iminoiodinanes

Chemical Communications ◽

10.1039/d1cc02283k ◽

2021 ◽

Author(s):

Masilamani Jeganmohan ◽

Pinki Sihag

Keyword(s):

Terminal Alkenes

A Rh(III) catalyzed allylic C H amidation of substituted alkenes with in situ generated iminoiodinanes is demonstrated. The present protocol is compatible with differently functionalized unactivated terminal alkenes and internal...

Download Full-text

Palladium-catalyzed 1,1-alkynylbromination of alkenes with alkynyl bromides

Chemical Science ◽

10.1039/d1sc02873a ◽

2021 ◽

Author(s):

Yusuke Ano ◽

Natsuki Kawai ◽

Naoto Chatani

Keyword(s):

Diverse Range ◽

Terminal Alkenes ◽

Palladium Catalyzed

The palladium-catalyzed 1,1-alkynylbromination of terminal alkenes with a silyl-protected alkynyl bromide is reported. The method tolerates a diverse range of alkenes including vinylarenes, acrylates, and even electronically unbiased alkene derivatives...

Download Full-text

Oxidative Alkylation/Alkynylation of Terminal Alkenes via Alkylaldehyde Decarbonylation and 1,2-Alkynyl Migration

Organic & Biomolecular Chemistry ◽

10.1039/d1ob00212k ◽

2021 ◽

Author(s):

Jiajia Zhang ◽

De Chen ◽

yiqun qin ◽

Wei Deng ◽

Yongyue luo ◽

...

Keyword(s):

Functional Group ◽

Quaternary Carbon ◽

Metal Free ◽

Terminal Alkenes ◽

Oxidative Alkylation

A metal-free oxidative alkene alkylation/alkynylation of 1,4-enyn-3-ols with alkylaldehydes has been achieved, which offers a general access to the challenging quaternary carbon-containing but-3-yn-1-ones. The method features with excellent functional group...

Download Full-text