Rhodium-catalyzed enone carbonyl directed C–H activation for the synthesis of indanones containing all-carbon quaternary centers
- 5 February 2021
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Organic Chemistry Frontiers
- Vol. 8 (7), 1447-1453
- https://doi.org/10.1039/d1qo00056j
Abstract
Rh(III)-Catalyzed enone carbonyl directed annulative coupling of α-aroyl ketene dithioacetals and diazo compounds has been realized via aryl and olefinic C–H bond activation. This transformation offers highly functionalized indanone derivatives bearing a quaternary carbon stereocenter at the β-position. The protocol exhibits high efficiency, broad substrate scope, and high compatibility with functional groups.Keywords
Funding Information
- National Natural Science Foundation of China (22001140)
- Natural Science Foundation of Shandong Province (ZR2020QB002)
- State Key Laboratory of Biobased Material and Green Papermaking, Qilu University of Technology (ZZ20190111)
This publication has 73 references indexed in Scilit:
- Rhodium-Catalyzed C–H Activation of Phenacyl Ammonium Salts Assisted by an Oxidizing C–N Bond: A Combination of Experimental and Theoretical StudiesJournal of the American Chemical Society, 2015
- Ruthenium(II)‐Catalyzed Oxidative C-H Alkenylations of Sulfonic Acids, Sulfonyl Chlorides and SulfonamidesChemistry – A European Journal, 2014
- A Coupling of Benzamides and Donor/Acceptor Diazo Compounds To Form γ-Lactams via Rh(III)-Catalyzed C–H ActivationJournal of the American Chemical Society, 2013
- Recent developments of ketene dithioacetal chemistryChemical Society Reviews, 2012
- An Efficient, Overall [4+1] Cycloadditon of 1,3‐Dienes and Nitrene PrecursorsChemistry – A European Journal, 2011
- Stereospecific Ring Expansion of Chiral Vinyl AziridinesOrganic Letters, 2011
- The Taiwaniaquinoids: A ReviewJournal of Natural Products, 2010
- Creative approaches towards the synthesis of 2,5-dihydro- furans, thiophenes, and pyrroles. One method does not fit all!Organic & Biomolecular Chemistry, 2009
- Lewis Acid Catalyzed [1,3]-Sigmatropic Rearrangement of Vinyl AziridinesOrganic Letters, 2008
- Enantioselective C−C Bond Cleavage Creating Chiral Quaternary Carbon CentersOrganic Letters, 2006