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Tuesday, 7 June 2016

Multicomponent Multicatalyst Reactions (MC)2R: One-Pot Synthesis of 3,4-Dihydroquinolinones


Multicomponent Multicatalyst Reactions (MC)2R: 
One-Pot Synthesis of 3,4-Dihydroquinolinones
Lei Zhang, Lorenzo Sonaglia, Jason Stacey, and Mark Lautens Org. Lett. 2013152128-2131. DOI:10.1021/ol4006008 .

A Rh/Pd/Cu catalyst system led to an efficient synthesis of dihydroquinolinones in one-pot, two operations. The reaction features the first triple metal-catalyzed transformations in one reaction vessel, without any intermediate workup. The conjugate-addition/amidation/amidation reaction sequence is highly modular, divergent, and practical.


Multicomponent Multicatalyst Reactions (MC)2R: One-Pot Synthesis of 3,4-Dihydroquinolinones

Davenport Research Laboratories, Department of Chemistry, University of Toronto, 80 St George Street, Toronto, Ontario M5S 3H6, Canada
Org. Lett.201315 (9), pp 2128–2131
DOI: 10.1021/ol4006008
Publication Date (Web): April 19, 2013
Copyright © 2013 American Chemical Society
http://pubs.acs.org/doi/abs/10.1021/ol4006008




Mark Lautens


Mark Lautens , O.C.


University Professor
J. Bryan Jones Distinguished Professor
AstraZeneca Professor of Organic Chemistry
NSERC/Merck-Frosst Industrial Research Chair







Department of Chemistry
Davenport Chemical Laboratories
80 St. George St.
University of Toronto
Toronto, Ontario
M5S 3H6

Tel: (416) 978-6083
Fax: (416) 946-8185
E-Mail: mlautens@chem.utoronto.ca


Curriculum Vitae

Personal

Place and Date of BirthHamilton, Ontario, CanadaJuly 9, 1959

Education

Harvard UniversityNSERC PDF with D. A. Evans1985 - 1987
University of Wisconsin-MadisonPh.D. with B. M. Trost1985
University of GuelphB.Sc. - Distinction1981

Academic Positions

J. Bryan Jones Distinguished ProfessorUniversity of Toronto2013 - 2018
University ProfessorUniversity of Toronto2012 - present
NSERC/Merck Frosst Industrial Research ChairNSERC/Merck Frosst2003 - 2013
AstraZeneca Professor of Organic SynthesisUniversity of Toronto1998 - present
ProfessorUniversity of Toronto1995 - 1998
Associate ProfessorUniversity of Toronto1992 - 1995
Assistant ProfessorUniversity of Toronto1987 - 1992

Awards & Honors

University of Toronto Alumni Faculty AwardUniversity of Toronto2016
CIC Catalysis AwardCSC2016
Officer of the Order of CanadaGovernor General2014
Killam Research FellowshipCanada Council for the Arts2013-2015
CIC MedalChemical Institute of Canada2013
Fellow of the Royal Society of UKRoyal Society of Chemistry2011
Pedler AwardRoyal Society of Chemistry2011
Senior Scientist AwardAlexander von Humboldt Foundation
Berlin, Aachen and Gottingen
2009-2014
Visiting ProfessorUniversity of Berlin2009
Visiting ProfessorUniversité de Marseilles2008
ICIQ Summer SchoolICIQ Tarragona, Spain2008
Attilio Corbella Summer School ProfessorItalian Chemical Society2007
Arthur C. Cope Scholar AwardAmerican Chemical Society2006
Alfred Bader AwardCanadian Society for Chemistry2006
R. U. Lemieux AwardCanadian Society for Chemistry2004
Solvias PrizeSolvias AG2002
Fellow of the Royal Society of CanadaRoyal Society of Canada2001

Areas of Research Interest and Expertise

  • new synthetic methods
  • metal catalyzed cycloaddition and annulation reactions
  • asymmetric catalysis with focus on rhodium, nickel and palladium catalysts
  • cyclopropane synthesis and reactions
  • hydrometallation reactions
  • reactions of organosilicon and organotin compounds
  • fragmentation reactions
  • new routes to medicinally/biologically interesting compounds
  • heterocycle synthesis using metal catalysts
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