scholarly journals Pd–NHC Catalyzed Conjugate Addition versus the Mizoroki–Heck Reaction

2011 ◽  
Vol 17 (11) ◽  
pp. 3091-3095 ◽  
Author(s):  
Aditya L. Gottumukkala ◽  
Johannes G. de Vries ◽  
Adriaan J. Minnaard
Keyword(s):  
Heck Reaction ◽  
Conjugate Addition

Rhodium-Catalyzed Reaction of Aryl- and Alkenylboronic Acids with 2,4-Dienoate Esters:  Conjugate Addition and Heck Reaction Products†

2005 ◽  
Vol 7 (25) ◽  
pp. 5629-5632 ◽  
Author(s):  
Gabriela de la Herrán ◽  
Carmen Murcia ◽  
Aurelio G. Csákÿ
Keyword(s):  
Heck Reaction ◽  
Conjugate Addition ◽  
Reaction Products

N1-Substituted Hypoxanthine Derivatives from the Reaction of 6-Halopurines with Michael Acceptors Under the Conditions of Heck Reaction

2000 ◽  
Vol 65 (5) ◽  
pp. 797-804 ◽  
Author(s):  
Martina Havelková ◽  
Martin Studenovský ◽  
Dalimil Dvořák
Keyword(s):  
Methyl Methacrylate ◽  
Butyl Acrylate ◽  
Heck Reaction ◽  
Conjugate Addition ◽  
Vinyl Ketone ◽  
Methyl Vinyl Ketone ◽  
Acetate Anion ◽  
Methyl Vinyl ◽  
Michael Acceptors

The reaction of 6-iodo-, 9-benzyl-6-chloropurine and 7-benzyl-6-chloropurine with butyl acrylate, acrylonitrile, methyl vinyl ketone or methyl methacrylate under conditions of the Heck reaction in the presence of TlOAc or AgOAc afforded N1-alkylhypoxanthine derivatives. Formation of these unexpected products can be rationalised as a Tl+- or Ag+-assisted substitution of halogen with acetate anion. The 6-acetoxypurine derivative thus formed then eliminates ketene and gives 7-benzyl- or 9-benzylhypoxanthine. Conjugate addition of these compounds onto Michael acceptors furnishes the N1-substituted hypoxanthine derivatives.

ChemInform Abstract: Pd-NHC Catalyzed Conjugate Addition versus the Mizoroki-Heck Reaction.

ChemInform ◽  
2011 ◽  
Vol 42 (27) ◽  
pp. no-no
Author(s):  
Aditya L. Gottumukkala ◽  
Johannes G. de Vries ◽  
Adriaan J. Minnaard
Keyword(s):  
Heck Reaction ◽  
Conjugate Addition
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