Orthogonally Reacting Boron Coupling Reagents: A Novel Multicomponent-Multicatalytic Reaction [(MC)2R] of Dichlorovinylpyrazine

Jordan M. Rebelo; Steffen Kress; Adam A. Friedman; Mark Lautens

doi:10.1055/s-0035-1561670

Synthesis, Inhaltsverzeichnis

Synthesis 2016; 48(19): 3155-3164
DOI: 10.1055/s-0035-1561670

paper

Orthogonally Reacting Boron Coupling Reagents: A Novel Multicomponent-Multicatalytic Reaction [(MC)²R] of Dichlorovinylpyrazine

Authors

Jordan M. Rebelo

Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, Ontario, M5S 3H6, Canada eMail: mlautens@chem.utoronto.ca
Steffen Kress

Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, Ontario, M5S 3H6, Canada eMail: mlautens@chem.utoronto.ca
Adam A. Friedman

Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, Ontario, M5S 3H6, Canada eMail: mlautens@chem.utoronto.ca
Mark Lautens*

Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, Ontario, M5S 3H6, Canada eMail: mlautens@chem.utoronto.ca

Abstract

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Abstract

The results presented herein illustrate the feasibility of two orthogonally reacting boron coupling reagents as a new control strategy in multicomponent-multicatalytic reaction [(MC)²R] chemistry. A process employing dichlorovinylpyrazine merging the rhodium-catalyzed hydroarylation with the Suzuki coupling has been discovered. Three new bonds are formed in a one-pot, one-step process efficiently providing highly substituted diaza-dihydrodibenzoxepine products.

Key words

rhodium - palladium - domino reactions - multicomponent reactions - homogeneous catalysis

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Referenzen

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