title: Nickel-Catalyzed Insertion of Alkynes and Electron-Deficient Olefins into Unactivated sp(3) C-H Bonds.
abstract: Insertion of unsaturated systems such as alkynes and olefins into unactivated sp(3) C-H 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) C-H 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.
authors.affiliation: Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai-400076 (India).
authors.forename: Soham
authors.initials: S
authors.lastname: Maity
authors.affiliation: Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai-400076 (India).
authors.forename: Soumitra
authors.initials: S
authors.lastname: Agasti
authors.affiliation: Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai-400076 (India).
authors.forename: Arif Mahammad
authors.initials: AM
authors.lastname: Earsad
authors.affiliation: Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai-400076 (India).
authors.forename: Avijit
authors.initials: A
authors.lastname: Hazra
authors.affiliation: Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai-400076 (India). dmaiti@chem.iitb.ac.in.
authors.forename: Debabrata
authors.initials: D
authors.lastname: Maiti
keywords: alkynes; insertion; nickel; olefins; unactivated sp3