Coupling of C(sp3)-H bonds with C(sp2)-O electrophiles: mild, general and selective
Herein is reported the mild and general coupling of amine/ether C(sp3)-H bonds with various kinds of C(sp2)-O electrophiles with high selectivity and efficiency. Valuable allylic/benzylic amines are generated in moderate to excellent yields. The utility of this transformation is demonstrated by a broad substrate scope (>50 examples), good functional group tolerance and facile product modification.
Phosphorylation of Alkenyl and Aryl C-O Bonds via Photoredox/Nickel Dual Catalysis
A phosphorylation of alkenyl and aryl C-O bonds at room temperature via photoredox/nickel dual catalysis is reported. By starting from easily available and inexpensive sulfonates, a variety of important alkenyl phosphonates and aryl phosphine oxides are g
Preparation of α,β-unsaturated esters and amides via external-CO-free palladium-catalyzed carbonylation of alkenyl tosylates
Palladium-catalyzed carbonylation of tosylates with phenyl formate is described. This procedure needs neither external carbon monoxide nor any pressure-resistant apparatus. A variety of cyclic and acyclic alkenyl tosylates can be converted into the corresponding phenyl esters in good yields. Furthermore, this method is effective for the one-pot synthesis of α,β-unsaturated amides.
Ueda, Tsuyoshi,Konishi, Hideyuki,Manabe, Kei
supporting information; experimental part
p. 5171 - 5175
(2012/09/25)
Palladium catalyzed alkoxy- and aminocarbonylation of vinyl tosylates
Chemical equations presented. The palladium catalyzed alkoxycarbonylation and aminocarbonylation of vinyl tosylates are described. A variety of ketone and aldehyde derived vinyl tosylates may be carbonylated in the presence of primary, secondary, and tert
Reeves, Diana C.,Rodriguez, Sonia,Lee, Heewon,Haddad, Nizar,Krishnamurthy, Dhileepkumar,Senanayake, Chris H.
supporting information; experimental part
p. 2495 - 2497
(2011/06/25)
First examples of C-P cross-coupling reaction of vinyl tosylates with diphenylphosphine derivative: New access to vinylphosphine-boranes
Vinylphosphine-borane complexes are efficiently synthesized by palladium-catalyzed CP cross-coupling of vinyl tosylates with diphenylphosphine-borane. Both activated and unactivated vinyl tosylates are successfully used. The vinylphosphine derivatives are
Palladium-catalyzed coupling of vinyl tosylates with arylsulfinate salts
The first palladium-catalyzed coupling of vinyl tosylates with arylsulfinate salts is described. A variety of cyclic and acyclic vinyl tosylates were coupled with aryl sulfinate salts using 2.5 mol % Pd2(dba)3/5.0 mol % XantPhos to g
Reeves, Diana C.,Rodriguez, Sonia,Lee, Heewon,Haddad, Nizar,Krishnamurthy, Dhileep,Senanayake, Chris H.
supporting information; experimental part
p. 2870 - 2873
(2009/09/06)
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