Co-Catalyzed decarbonylative alkylative esterification of styrenes with aliphatic aldehydes and hypervalent iodine(iii) reagents

2019 ◽  
Vol 6 (17) ◽  
pp. 3065-3070 ◽  
Author(s):  
Yong Peng ◽  
Yuan-Yuan Jiang ◽  
Xue-Jiao Du ◽  
Da-You Ma ◽  
Luo Yang
Keyword(s):  
Radical Addition ◽  
Hypervalent Iodine ◽  
Aliphatic Aldehydes ◽  
Alkyl Radicals

Decarbonylation of aliphatic aldehydes into 1°, 2° and 3° alkyl radicals to construct C(sp3)–C(sp3) bond via radical addition and C(sp3)–O bond via the interconversion of CoII–CoIII–CoI.

scholarly journals Fe-catalyzed Decarbonylative Alkylative Spirocyclization of N-Arylcinnamamides: Access to Alkylated 1-Azaspirocyclohexadienones

Molecules ◽  
2020 ◽  
Vol 25 (3) ◽  
pp. 432
Author(s):  
Xiang Peng ◽  
Ren-Xiang Liu ◽  
Xiang-Yan Xiao ◽  
Luo Yang
Keyword(s):  
Radical Addition ◽  
Aliphatic Aldehydes ◽  
Alkyl Radicals ◽  
Alkyl Groups ◽  
Tertiary Alkyl

For the convenient introduction of simple linear/branched alkyl groups into biologically important azaspirocyclohexadienones, a practical Fe-catalyzed decarbonylative cascade spiro-cyclization of N-aryl cinnamamides with aliphatic aldehydes to provide alkylated 1-azaspiro-cyclohexadienones was developed. Aliphatic aldehydes were oxidative decarbonylated into primary, secondary and tertiary alkyl radicals conveniently and allows for the subsequent cascade construction of dual C(sp3)-C(sp3) and C=O bonds via radical addition, spirocyclization and oxidation sequence.

Radical Addition of Hydroxy Quinazolines and Alkylation of Quinones via the Electro-induced Homolysis of 4-Alkyl-1,4-dihydropyridines

Synthesis ◽  
2022 ◽  
Author(s):  
Xiaosheng Luo ◽  
Qiping Feng ◽  
Ping Wang
Keyword(s):  
Radical Addition ◽  
Alkyl Radicals ◽  
Mild Conditions

Herein, we report the formation of C(sp3)-centered radicals via the electro-induced homolysis of 4-alkyl-1,4-dihydropyridines (alkyl-DHPs). The resulting alkyl radicals reacted with hydroxy quinazolines or quinones to afford 2-alkyl dihydroquinazolinones or alkylated quinones. A broad range of alkyl DHPs could be used as versatile radical precursors under electrolysis conditions. This alterative strategy provided a simple and effective pathway for the construction of C(sp2)–C(sp3) and C(sp3)–C(sp3) bonds under mild conditions.

Hypervalent iodine(III) catalyzed radical hydroacylation of chiral alkylidenemalonates with aliphatic aldehydes under photolysis

Tetrahedron ◽  
2017 ◽  
Vol 73 (40) ◽  
pp. 5841-5846 ◽  
Author(s):  
Sermadurai Selvakumar ◽  
Qi-Kai Kang ◽  
Natarajan Arumugam ◽  
Abdulrahman I. Almansour ◽  
Raju Suresh Kumar ◽  
...  
Keyword(s):  
Hypervalent Iodine ◽  
Aliphatic Aldehydes

A new chemical modification of liquid polybutadienes: Radical addition of aliphatic aldehydes onto pending vinyl groups

2008 ◽  
Vol 46 (12) ◽  
pp. 3919-3925 ◽  
Author(s):  
Jiří Podešva ◽  
Martin Hrubý ◽  
Jiří Spěváček ◽  
Miluše Hrdličková ◽  
Miloš Netopilík
Keyword(s):  
Chemical Modification ◽  
Radical Addition ◽  
Aliphatic Aldehydes

Regio- and stereo-selective decarbonylative alkylative arylation of terminal alkynes with aliphatic aldehydes and arenes via dual C–H bond functionalization

2019 ◽  
Vol 6 (20) ◽  
pp. 3597-3602
Author(s):  
Yong Peng ◽  
Feng Zhang ◽  
Ting-Ting Qin ◽  
Cong-Ling Xu ◽  
Luo Yang
Keyword(s):  
Terminal Alkynes ◽  
Aliphatic Aldehydes ◽  
Bond Functionalization ◽  
Alkyl Radicals ◽  
Sugar Derivatives

Readily available linear/branched aliphatic aldehydes including sugar derivatives were oxidatively decarbonylated into 1˙, 2˙ and 3˙ alkyl radicals for the alkylative arylation of terminal alkynes via dual C–H bond functionalization.

Copper-catalyzed oxidative alkenylation of C(sp3)–H bonds via benzyl or alkyl radical addition to β-nitrostyrenes

2015 ◽  
Vol 39 (4) ◽  
pp. 3093-3097 ◽  
Author(s):  
Shengrong Guo ◽  
Yanqin Yuan ◽  
Jiannan Xiang
Keyword(s):  
Alkyl Radical ◽  
Radical Addition ◽  
New Method ◽  
Alkyl Radicals ◽  
Butyl Peroxide

A new method for the preparation of (E)-β-alkylstyrene derivatives has been developed via the addition of benzyl or alkyl radicals to β-nitrostyrenes using di-tert-butyl peroxide (DTBP) as the oxidant in the presence of Cu powder catalyst.

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