Metal-Free Formal Oxidative C−C Coupling by In Situ Generation of an Enolonium Species

2017 ◽  
Vol 56 (21) ◽  
pp. 5921-5925 ◽  
Author(s):  
Daniel Kaiser ◽  
Aurélien de la Torre ◽  
Saad Shaaban ◽  
Nuno Maulide
Keyword(s):  
Metal Free ◽  
In Situ Generation

ChemInform Abstract: In situ Generation of PhI+CF3and Transition-Metal-Free Oxidative sp2C-H Trifluoromethylation.

ChemInform ◽  
2013 ◽  
Vol 44 (48) ◽  
pp. no-no
Author(s):  
Cong Xu ◽  
Jingxin Liu ◽  
Wenbo Ming ◽  
Yingjie Liu ◽  
Jun Liu ◽  
...  
Keyword(s):  
Transition Metal ◽  
Metal Free ◽  
In Situ Generation

In Situ Generation of PhI+ CF3 and Transition-Metal-Free Oxidative sp2 CH Trifluoromethylation

2013 ◽  
Vol 19 (28) ◽  
pp. 9104-9109 ◽  
Author(s):  
Cong Xu ◽  
Jingxin Liu ◽  
Wenbo Ming ◽  
Yingjie Liu ◽  
Jun Liu ◽  
...  
Keyword(s):  
Transition Metal ◽  
Metal Free ◽  
In Situ Generation

Oximes as reusable templates for the synthesis of ureas and carbamates by an in situ generation of carbamoyl oximes

2017 ◽  
Vol 19 (18) ◽  
pp. 4272-4277 ◽  
Author(s):  
Gopal Chandru Senadi ◽  
Mohana Reddy Mutra ◽  
Ting-Yi Lu ◽  
Jeh-Jeng Wang
Keyword(s):  
Metal Free ◽  
In Situ Generation

Oximes have been identified as reusable templates for the synthesis of ureas and carbamates by anin situgeneration of carbamoyl oximes under metal-free conditions.

scholarly journals Transition-metal-free one-pot synthesis of alkynyl selenides from terminal alkynes under aerobic and sustainable conditions

2017 ◽  
Vol 13 ◽  
pp. 910-918 ◽  
Author(s):  
Adrián A Heredia ◽  
Alicia B Peñéñory
Keyword(s):  
Substitution Reaction ◽  
Alkyl Halides ◽  
Indole Derivatives ◽  
Terminal Alkynes ◽  
Successive Reaction ◽  
One Pot ◽  
Metal Free ◽  
Substituted Acetylenes ◽  
In Situ Generation

Alkynyl selenides were synthesized by a straightforward one-pot and three-step methodology, without the need of diselenides as starting reagents, under an oxygen atmosphere and using PEG 200 as the solvent. This procedure involves the in situ generation of dialkyl diselenides through a K3PO4-assisted reaction of an alkyl selenocyanate obtained by a nucleophilic substitution reaction between KSeCN and alkyl halides. Successive reaction with terminal alkynes in the presence of t-BuOK affords the corresponding alkyl alkynyl selenide in moderate to good yields. Finally, this methodology allowed the synthesis of 2-alkylselanyl-substituted benzofuran and indole derivatives starting from convenient 2-substituted acetylenes.

Highly diastereo- and enantioselective organocatalytic synthesis of trifluoromethylated erythritols based on the in situ generation of unstable trifluoroacetaldehyde

2021 ◽  
Author(s):  
Kazumasa Funabiki ◽  
Toshiya Gotoh ◽  
Ryunosuke Kani ◽  
Toshiyasu Inuzuka ◽  
Yasuhiro Kubota
Keyword(s):  
Trifluoromethyl Group ◽  
In Situ Generation

A highly diastereo- and enantioselective organocatalytic method to synthesise erythritols bearing a trifluoromethyl group has been investigated.

Recent advances in Minisci-type reactions and applications in organic synthesis

2020 ◽  
Vol 24 ◽  
Author(s):  
Wengui Wang ◽  
Shoufeng Wang
Keyword(s):  
Free Radical ◽  
Hydrogen Atom ◽  
Organic Synthesis ◽  
Radical Reactivity ◽  
Atom Loss ◽  
Radical Generation ◽  
In Situ Generation ◽  
Thermal Cleavage ◽  
Synthetic Chemist

Abstract:: Minisci-type reactions have become widely known as reactions that involve the addition of carbon-centered radicals to basic heteroarenes followed by formal hydrogen atom loss. While the originally developed protocols for radical generation remain in active use today, in recent years by a new array of radical generation strategies allow use of a wider variety of radical precursors that often operate under milder and more benign conditions. New transformations based on free radical reactivity are now available to a synthetic chemist looking to utilize a Minisci-type reaction. Radical-generation methods based on photoredox catalysis and electrochemistry, which utilize thermal cleavage or the in situ generation of reactive radical precursors, have become popular approaches. Our review will cover the remarkably literature that has appeared on this topic in recent 5 years, from 2015-01 to 2020-01, in an attempt to provide guidance to the synthetic chemist, on both the challenges that have been overcome and applications in organic synthesis.

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