Base promoted direct difunctionalization/cascade cyclization of 1,6-enynes

2018 ◽  
Vol 54 (42) ◽  
pp. 5334-5337 ◽  
Author(s):  
Ming Li ◽  
Cui-Tian Wang ◽  
Yi-Feng Qiu ◽  
Xin-Yu Zhu ◽  
Ya-Ping Han ◽  
...  
Keyword(s):  
Radical Process ◽  
Cascade Cyclization

A novel base-mediated direct difluoroalkylation of 1,6-enynes involving a CF2 radical process has been developed.

Fe-Catalyzed Conjunctive Cross-Couplings of Unactivated Alkenes with Grignard Reagents

2020 ◽  
Author(s):  
Lei Liu ◽  
Wes Lee ◽  
Cassandra R. Youshaw ◽  
Mingbin Yuan ◽  
Michael B. Geherty ◽  
...  
Keyword(s):  
Functional Groups ◽  
Cross Coupling ◽  
Alkyl Halides ◽  
Grignard Reagents ◽  
Turnover Frequency ◽  
Diverse Range ◽  
Cascade Cyclization ◽  
Radical Cascade

The first iron-catalyzed three-component cross-coupling of unactivated olefins with alkyl halides and Grignard reagents is reported. The reaction operates under fast turnover frequency and tolerates a diverse range of sp2-hybridized nucleophiles, alkyl halides, and unactivated olefins bearing diverse functional groups to yield the desired 1,2-alkylarylated products with high regiocontrol. Further, we demonstrate that this protocol is amenable for the synthesis of new (hetero)carbocycles including tetrahydrofurans and pyrrolidines via a three-component radical cascade cyclization/arylation that forges three new C-C bonds.

A Short Synthesis of (+)-Brefeldin C via Enantioselective Radical Hydroalkynylation

2019 ◽  
Author(s):  
Lars Gnägi ◽  
Severin Vital Martz ◽  
Daniel Meyer ◽  
Robin Marc Schärer ◽  
Philippe Renaud
Keyword(s):  
Total Synthesis ◽  
Natural Product ◽  
Oxidation State ◽  
Single Step ◽  
Radical Process ◽  
Target Molecule ◽  
Short Synthesis ◽  
The One

<div><div><div><div><p>A very concise total synthesis of (+)-brefeldin C starting from 2-furanylcyclopentene is described. This approach is based on an unprecedented enantioselective radical hydroalkynylation process to introduce the two cyclopentane stereocenters in a single step. The use of a furan substituent allows to achieve a high trans diastereoselectivity during the radical process and it contains the four carbon atoms C1–C4 of the natural product in an oxidation state closely related to the one of the target molecule. The eight-step synthesis require six product purifications and it provides (+)-brefeldin C in 18% overall yield.</p></div></div></div></div>

Generation of (E)-β-sulfonyl enamines from sulfur dioxide via a radical process

2021 ◽  
Vol 8 (8) ◽  
pp. 1789-1794
Author(s):  
Xiaodong Tu ◽  
Jiapian Huang ◽  
Wenlin Xie ◽  
Tonghao Zhu ◽  
Jie Wu
Keyword(s):  
Sulfur Dioxide ◽  
Radical Process ◽  
Three Component Reaction

An iron(ii)-catalyzed three-component reaction of O-acyl oximes, sulfur dioxide, and N-vinylacetamides is accomplished. Diverse (E)-β-sulfonyl enamines are obtained in moderate to good yields by using this protocol with excellent stereoselectivity and regioselectivity.

scholarly journals Access to Indole‐Fused Benzannulated Medium‐Sized Rings through a Gold(I)‐Catalyzed Cascade Cyclization of Azido‐Alkynes

2021 ◽  
Author(s):  
Luca C. Greiner ◽  
Shinsuke Inuki ◽  
Norihito Arichi ◽  
Shinya Oishi ◽  
Rikito Suzuki ◽  
...  
Keyword(s):  
Cascade Cyclization

Eosin Y photoredox catalyzed net redox neutral reaction for regiospecific annulation to 3-sulfonylindoles via anion oxidation of sodium sulfinate salts

2018 ◽  
Vol 16 (4) ◽  
pp. 536-540 ◽  
Author(s):  
Rajendra S. Rohokale ◽  
Shrikant D. Tambe ◽  
Umesh A. Kshirsagar
Keyword(s):  
Visible Light ◽  
Eosin Y ◽  
Cascade Cyclization ◽  
Neutral Reaction ◽  
Neutral Process ◽  
Radical Cascade

An eosin Y photoredox catalyzed net redox neutral process for 3-sulfonylindoles via the anionic oxidation of sodium sulfinate salts and its radical cascade cyclization with 2-alkynyl-azidoarenes was developed with visible light as a mediator.

ChemInform Abstract: Highly Efficient One-Pot Cascade Cyclization of 3-(5-Hydroxy-3-methylpyrazol-4-yl)-3-arylpropionitriles into Spirocyclopropyl Pyrazolones.

ChemInform ◽  
2016 ◽  
Vol 47 (24) ◽  
Author(s):  
Anatoly N. Vereshchagin ◽  
Michail N. Elinson ◽  
Alexander D. Korshunov ◽  
Mikhail P. Egorov
Keyword(s):  
One Pot ◽  
Cascade Cyclization ◽  
Highly Efficient

ChemInform Abstract: Superbase-Promoted Selective Cascade Cyclization Reaction of 1,5-Diketones with Acetylenes to Methylene-6,8-dioxabicyclo[3.2.1]octanes.

ChemInform ◽  
2013 ◽  
Vol 44 (37) ◽  
pp. no-no
Author(s):  
Elena Yu. Schmidt ◽  
Ivan A. Bidusenko ◽  
Nadezhda I. Protsuk ◽  
Igor A. Ushakov ◽  
Boris A. Trofimov
Keyword(s):  
Cyclization Reaction ◽  
Cascade Cyclization
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