scholarly journals Amine–borane complex-initiated SF5Cl radical addition on alkenes and alkynes

2020 ◽  
Vol 16 ◽  
pp. 3069-3077
Author(s):  
Audrey Gilbert ◽  
Pauline Langowski ◽  
Marine Delgado ◽  
Laurent Chabaud ◽  
Mathieu Pucheault ◽  
...  
Keyword(s):  
Radical Addition ◽  
Radical Initiator ◽  
Unsaturated Compounds ◽  
Alkyne Derivatives

The SF5Cl radical addition on unsaturated compounds was performed using an air-stable amine–borane complex as the radical initiator. This method showed to be complementary to the classic Et3B-mediated SF5Cl addition on alkenes and alkynes. A total of seven alkene and three alkyne derivatives were tested in the reaction, with yields ranging from 3% to 85%.

The Free Radical Addition of Phosphines to Unsaturated Compounds

1961 ◽  
Vol 26 (12) ◽  
pp. 5138-5145 ◽  
Author(s):  
M. M. RAUHUT ◽  
HELEN A. CURRIER ◽  
A. M. SEMSEL ◽  
V. P. WYSTRACH
Keyword(s):  
Free Radical ◽  
Radical Addition ◽  
Unsaturated Compounds ◽  
Free Radical Addition

α-Csp3–H bond functionalization of simple ethers in radical reactions

Synthesis ◽  
2021 ◽  
Author(s):  
Yanping Feng ◽  
Xiajuan Ye ◽  
Dayun Huang ◽  
Sheng-rong Guo
Keyword(s):  
Radical Addition ◽  
Radical Reactions ◽  
Bond Functionalization ◽  
Unsaturated Compounds ◽  
Metal Catalyzed

The direct α-Csp3-H functionalization of simple ethers has emerged as one of the vital strategies among radical reactions. This review discusses their applications according to the starting materials: (1) reactions with alkenes or alkynes. (2) reactions with other unsaturated compounds. (3) reactions with nucleophilic partners. Mechanisms like radical addition, elimination, oxidation, metal-catalyzed coupling, C-H activation, cyclization and rearrangement will be discussed herein.

Et3B-Induced Radical Addition of Diphenylphosphine Oxide to Unsaturated Compounds.

ChemInform ◽  
2003 ◽  
Vol 34 (47) ◽  
Author(s):  
Patrick Rey ◽  
Jacques Taillades ◽  
Jean Christophe Rossi ◽  
Georges Gros
Keyword(s):  
Radical Addition ◽  
Diphenylphosphine Oxide ◽  
Unsaturated Compounds

Indium as a radical initiator in aqueous media: intermolecular alkyl radical addition to CN and CC bond

Tetrahedron ◽  
2004 ◽  
Vol 60 (19) ◽  
pp. 4227-4235 ◽  
Author(s):  
Hideto Miyabe ◽  
Masafumi Ueda ◽  
Azusa Nishimura ◽  
Takeaki Naito
Keyword(s):  
Alkyl Radical ◽  
Aqueous Media ◽  
Radical Addition ◽  
Radical Initiator
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