title: The Use of Tertiary Alkylmagnesium Nucleophiles in Ni-Catalyzed Cross-Coupling Reactions.
abstract: Nickel-catalyzed cross-coupling reactions of unactivated tertiary alkyl nucleophiles and aryl bromides have been developed usingN-heterocyclic carbene ligands. These processes are reviewed alongside earlier attempts to employ unactivated tertiary alkyl nucleophiles in cross-coupling reactions. Potential mechanisms for the transformations, and future challenges in this field are discussed.
authors: Department of Chemistry, The City College of New York, 160 Convent Avenue, New York, NY 10031, USA.
authors: Amruta
authors: A
authors: Joshi-Pangu
authors: Mark R
authors: MR
authors: Biscoe
keywords: Grignard reaction; cross-coupling; homogeneous catalysis; nickel; transition metals
references: J Am Chem Soc. 2010 May 5;132(17):6205-13
references: 20387898
references: Org Lett. 2007 Oct 25;9(22):4571-4
references: 17918950
references: J Am Chem Soc. 2004 Jul 7;126(26):8100-1
references: 15225035
references: J Am Chem Soc. 2008 Jul 23;130(29):9257-9
references: 18582050
references: Angew Chem Int Ed Engl. 2009;48(15):2656-70
references: 19173365
references: J Am Chem Soc. 2009 Jun 10;131(22):7532-3
references: 19441851
references: Org Lett. 2007 Dec 20;9(26):5529-32
references: 18047363
references: Chem Commun (Camb). 2003 Mar 21;(6):732-3
references: 12703796
references: Angew Chem Int Ed Engl. 2001 Dec 17;40(24):4544-4568
references: 12404358
references: Angew Chem Int Ed Engl. 2011 Feb 25;50(9):2174-7
references: 21344579
references: J Am Chem Soc. 2010 Dec 29;132(51):18078-91
references: 21133430
references: Inorg Chem. 2005 May 30;44(11):3774-6
references: 15907100
references: J Am Chem Soc. 2010 Dec 8;132(48):17108-10
references: 21077687
references: Angew Chem Int Ed Engl. 2008;47(43):8246-50
references: 18816546
references: Angew Chem Int Ed Engl. 2008;47(48):9334-6
references: 18972493
references: Chem Commun (Camb). 2010 Mar 21;46(11):1932-4
references: 20198257
references: J Org Chem. 2008 May 16;73(10):3680-8
references: 18410144
references: J Am Chem Soc. 2011 Jun 8;133(22):8478-81
references: 21553878
references: Org Lett. 2002 Jun 27;4(13):2133-6
references: 12074650
references: Chem Rev. 2011 Mar 9;111(3):1417-92
references: 21319862
references: Angew Chem Int Ed Engl. 2010 Jun 14;49(26):4447-50
references: 20455231
references: Angew Chem Int Ed Engl. 2007;46(12):2086-9
references: 17278171
references: Chemistry. 2009 Nov 23;15(46):12681-8
references: 19847828
references: J Am Chem Soc. 2006 Mar 22;128(11):3538-9
references: 16536525
references: J Am Chem Soc. 2006 Oct 11;128(40):13175-83
references: 17017797
references: Angew Chem Int Ed Engl. 2000 Sep 1;39(17):3072-3074
references: 11028035
references: Organometallics. 2011 May 9;30(9):2546-2552
references: 21572533
references: Chemistry. 2011 May 23;17(22):6052-5
references: 21509842
references: Angew Chem Int Ed Engl. 2000 Dec 15;39(24):4414-4435
references: 11169635
references: Org Lett. 2011 Mar 4;13(5):1218-21
references: 21309529
references: Chem Commun (Camb). 2011 May 14;47(18):5181-3
references: 21286604
references: Nat Chem. 2010 Feb;2(2):125-30
references: 21124403