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Nickel-Catalyzed Insertion of Alkynes and Electron-Deficient Olefins into Unactivated sp(3) CH Bonds

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Title Nickel-Catalyzed Insertion of Alkynes and Electron-Deficient Olefins into Unactivated sp(3) CH Bonds
 
Creator MAITY, S
AGASTI, S
EARSAD, AM
HAZRA, A
MAITI, D
 
Subject C(SP(3))-H ALPHA-ALKYLATION
BIDENTATE-CHELATION ASSISTANCE
H BOND
AROMATIC AMIDES
SELECTIVE HYDROARYLATION
ASTERISK-ASTERISK
INTERNAL ALKYNES
DIRECTING GROUP
ACID CATALYSIS
4+2 ANNULATION
alkynes
insertion
nickel
olefins
unactivated sp(3)
 
Description Insertion of unsaturated systems such as alkynes and olefins into unactivated sp(3) CH bonds remains an unexplored problem. We herein address this issue by successfully incorporating a wide variety of functionalized alkynes and electron-deficient olefins into the unactivated sp(3) CH bond of pivalic acid derivatives with excellent syn- and linear- selectivity. A strongly chelating 8-aminoquinoline directing group proved beneficial for these insertion reactions, while an air-stable and inexpensive Ni-II salt has been employed as the active catalyst.
 
Publisher WILEY-V C H VERLAG GMBH
 
Date 2016-01-14T10:32:11Z
2016-01-14T10:32:11Z
2015
 
Type Article
 
Identifier CHEMISTRY-A EUROPEAN JOURNAL, 21(32)11320-11324
0947-6539
1521-3765
http://dx.doi.org/10.1002/chem.201501962
http://dspace.library.iitb.ac.in/jspui/handle/100/17367
 
Language en