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Nickel‐Catalyzed Insertion of Alkynes and Electron‐Deficient Olefins into Unactivated sp 3 CH Bonds
Author(s) -
Maity Soham,
Agasti Soumitra,
Earsad Arif Mahammad,
Hazra Avijit,
Maiti Debabrata
Publication year - 2015
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201501962
Subject(s) - pivalic acid , nickel , catalysis , chelation , chemistry , medicinal chemistry , salt (chemistry) , selectivity , alkyne , combinatorial chemistry , organic chemistry
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.