scholarly journals Exploiting the radical reactivity of diazaphosphinanes in hydrodehalogenations and cascade cyclizations

2020 ◽  
Vol 11 (18) ◽  
pp. 4786-4790 ◽  
Author(s):  
Jingjing Zhang ◽  
Jin-Dong Yang ◽  
Jin-Pei Cheng
Keyword(s):  
Cascade Cyclizations ◽  
Radical Reactivity

Unprecedented radical reactivity of diazaphosphinanes was explored to implement efficient hydrodehalogenations and cascade cyclizations.

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.

Palladium-catalyzed cascade cyclizations involving C–C and C–X bond formation: strategic applications in natural product synthesis

2021 ◽  
Author(s):  
K. R. Holman ◽  
A. M. Stanko ◽  
S. E. Reisman
Keyword(s):  
Natural Product ◽  
Bond Formation ◽  
Natural Product Synthesis ◽  
Cascade Cyclizations ◽  
Palladium Catalyzed ◽  
Multiple Rings

This tutorial review highlights the use of palladium-catalyzed cascade cyclizations in natural product synthesis, focusing on cascades that construct multiple rings and form both C–C and C–X (X = O, N) bonds in a single synthetic operation.

scholarly journals Phenoxy radical reactivity of nucleic acids: practical implications for biotinylation

ChemBioChem ◽  
2020 ◽  
Author(s):  
Brandon Wilbanks ◽  
Brian Garcia ◽  
Shane Byrne ◽  
Peter Dedon ◽  
Louis Maher
Keyword(s):  
Nucleic Acids ◽  
Phenoxy Radical ◽  
Radical Reactivity ◽  
Practical Implications

A PM3 versus AM1 and RHF versus UHF study of the radical reactivity of vinyl monomers

1994 ◽  
Vol 314 (3) ◽  
pp. 261-264 ◽  
Author(s):  
S. Djennane-Bousmaha ◽  
A. Boucekkine ◽  
R. Lissillour
Keyword(s):  
Vinyl Monomers ◽  
Radical Reactivity

Hydroxyl free radical reactivity toward aqueous chlorinated phenols

2005 ◽  
Vol 39 (5) ◽  
pp. 865-869 ◽  
Author(s):  
Julio A. Zimbron ◽  
Kenneth F. Reardon
Keyword(s):  
Free Radical ◽  
Chlorinated Phenols ◽  
Radical Reactivity ◽  
Hydroxyl Free Radical

ChemInform Abstract: Cascade Cyclizations of Acyclic and Macrocyclic Alkynones: Studies Toward the Synthesis of Phomactin A.

ChemInform ◽  
2014 ◽  
Vol 45 (9) ◽  
pp. no-no
Author(s):  
Jennifer Ciesielski ◽  
Vincent Gandon ◽  
Alison J. Frontier
Keyword(s):  
Cascade Cyclizations ◽  
Phomactin A

scholarly journals Recent Developments in Polyene Cyclizations and Their Applications in Natural Product Synthesis

Synthesis ◽  
2018 ◽  
Vol 51 (01) ◽  
pp. 67-82 ◽  
Author(s):  
Anthony Barrett ◽  
Tsz-Kan Ma ◽  
Thomas Mies
Keyword(s):  
Transition Metal ◽  
Natural Product ◽  
Lewis Acid ◽  
Multiple Bond ◽  
Natural Product Synthesis ◽  
Cyclization Reactions ◽  
Cascade Cyclizations ◽  
Highly Efficient ◽  
Recent Developments ◽  
Radical Cascade

Cascade polyene cyclization reactions are highly efficient and elegant bioinspired transformations that involve simultaneous multiple bond constructions to rapidly generate complex polycyclic molecules. This review summarizes the most prominent work on a variety of cationic and radical cascade cyclizations and their applications in natural product synthesis published between 2014 and 2018.1 Introduction2 Cationic Polyene Cyclizations2.1 Lewis Acid Mediated Polyene Cyclizations2.2 Brønsted Acid Mediated Polyene Cyclizations2.3 Halogen Electrophile Initiated Polyene Cyclizations2.4 Sulfur Electrophile Initiated Polyene Cyclizations2.5 Transition-Metal-Mediated Cationic Polyene Cyclizations3 Radical Polyene Cyclizations3.1 Transition-Metal-Mediated Radical Polyene Cyclizations3.2 Photocatalyst-Mediated Polyene Cyclizations4 Origin of Stereocontrol in Polyene Cyclizations5 Conclusion

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