ChemInform Abstract: Radical Addition of Organic Halides to Multiple Bonds in the Synthesis of Heterocyclic Compounds

ChemInform ◽  
2010 ◽  
Vol 33 (13) ◽  
pp. no-no
Author(s):  
K. I. Kobrakov ◽  
A. V. Ivanov
Keyword(s):  
Heterocyclic Compounds ◽  
Radical Addition ◽  
Multiple Bonds ◽  
Organic Halides

Transition metal-catalyzed reactions in heterocyclic chemistry

2002 ◽  
Vol 74 (8) ◽  
pp. 1327-1337 ◽  
Author(s):  
Irina P. Beletskaya
Keyword(s):  
Transition Metal ◽  
Heterocyclic Compounds ◽  
Heterocyclic Chemistry ◽  
Substitution Reactions ◽  
Multiple Bonds ◽  
Palladium Catalyzed ◽  
Transition Metal Catalyzed ◽  
Catalyzed Reactions ◽  
Metal Catalyzed

The palladium-catalyzed substitution reactions forming carbon­carbon and carbon­element bonds, as well as nickel-catalyzed addition of E­H and E­E' bonds across multiple bonds, are considered in their application to the chemistry of heterocyclic compounds.

scholarly journals Et3B Induced Stereoselective Radical Addition of Ph3GeH to Carbon–Carbon Multiple Bonds and Its Application to Isomerization of Olefins

1990 ◽  
Vol 63 (8) ◽  
pp. 2268-2272 ◽  
Author(s):  
Kyoko Nozaki ◽  
Yoshifumi Ichinose ◽  
Kuni Wakamatsu ◽  
Koichiro Oshima ◽  
Kiitiro Utimoto
Keyword(s):  
Radical Addition ◽  
Multiple Bonds

scholarly journals Controlling alkyne reactivity by means of a copper-catalyzed radical reaction system for the synthesis of functionalized quaternary carbons

2020 ◽  
Vol 16 ◽  
pp. 502-508
Author(s):  
Goki Hirata ◽  
Yu Yamane ◽  
Naoya Tsubaki ◽  
Reina Hara ◽  
Takashi Nishikata
Keyword(s):  
Alkyl Radical ◽  
Copper Catalyst ◽  
Radical Reaction ◽  
Reaction System ◽  
Radical Addition ◽  
Terminal Alkyne ◽  
Multiple Bonds ◽  
Complex Molecules ◽  
Reaction Patterns ◽  
Tertiary Alkyl

A terminal alkyne is one of the most useful reactants for the synthesis of alkyne and alkene derivatives. Because an alkyne undergoes addition reaction at a C–C triple bond or cross-coupling at a terminal C–H bond. Combining those reaction patterns could realize a new reaction methodology to synthesize complex molecules including C–C multiple bonds. In this report, we found that the reaction of 3 equivalents of terminal alkyne 1 (aryl substituted alkyne) and an α-bromocarbonyl compound 2 (tertiary alkyl radical precursor) undergoes tandem alkyl radical addition/Sonogashira coupling to produce 1,3-enyne compound 3 possessing a quaternary carbon in the presence of a copper catalyst. Moreover, the reaction of α-bromocarbonyl compound 2 and an alkyne 4 possessing a carboxamide moiety undergoes tandem alkyl radical addition/C–H coupling to produce indolinone derivative 5.

Heterocycle synthesis via radical reactions

2008 ◽  
Vol 80 (4) ◽  
pp. 717-726 ◽  
Author(s):  
Takeaki Naito
Keyword(s):  
Total Synthesis ◽  
Heterocyclic Compounds ◽  
Alkyl Radical ◽  
Radical Addition ◽  
Synthetic Method ◽  
Asymmetric Total Synthesis ◽  
Heterocycle Synthesis ◽  
Leaving Group ◽  
Martinellic Acid ◽  
Type Radical

A novel synthetic method for the preparation of nitrogen-containing heterocycles via the route involving domino-type radical addition/cyclization reaction of oxime ethers is described. Alkyl radical addition/cyclization of oxime ethers carrying an appropriate leaving group proceeded smoothly to form the alkylated nitrogen-containing heterocyclic compounds. Additionally, tin-mediated radical addition/cyclization/elimination (RACE) reaction of oxime ethers is newly found and successfully applied to an asymmetric total synthesis of (-)-martinellic acid.

Trialkylmanganate Mediated Radical Addition of Triphenylgermane to Carbon-Carbon Multiple Bonds

2000 ◽  
Vol 73 (9) ◽  
pp. 2159-2160 ◽  
Author(s):  
Hidenori Kinoshita ◽  
Hirotada Kakiya ◽  
Koichiro Oshima
Keyword(s):  
Radical Addition ◽  
Multiple Bonds

ChemInform Abstract: Trialkylmanganate Mediated Radical Addition of Triphenylgermane to Carbon-Carbon Multiple Bonds.

ChemInform ◽  
2000 ◽  
Vol 31 (51) ◽  
pp. no-no
Author(s):  
Hidenori Kinoshita ◽  
Hirotada Kakiya ◽  
Koichiro Oshima
Keyword(s):  
Radical Addition ◽  
Multiple Bonds
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