Recent Publications

Catalyst-Free and Redox-Neutral Innate Trifluoromethylation and Alkylation of Aromatics Enabled by Light

Journal of the American Chemical Society
Peng Liu, Wenbo Liu, Chao-Jun Li

Carbonyls as Latent Alkyl Carbanions for Conjugate Additions

Angewandte Chemie International Edition
Xi-Jie Dai, Haining Wang, Chao-Jun Li

Umpolung Addition of Aldehydes to Aryl Imines

Angewandte Chemie International Edition
Ning Chen, Xi-Jie DaiHaining Wang and Chao-Jun Li

Aldehydes as alkyl carbanion equivalents for additions to carbonyl compounds

Nature Chemistry
Haining Wang*, Xi-Jie Dai*, Chao-Jun Li
* co-first authors

Photo-induced Metal-Catalyst-Free Aromatic Finkelstein Reaction

Journal of American Chemical Society
Lu LiWenbo LiuHuiying ZengXiaoyue MuGonzalo CosaZetian Mi, and Chao-Jun Li

Photo-induced iodination of aryl halides under very mild conditions

 Nature Protocols
Li, L.; Liu, W.; Mu, X.; Mi, Z.; Li, C.-J.

Simple and Clean Photoinduced Aromatic Trifluoromethylation Reaction

Journal of American Chemical Society
Li, L.; Mu, X.; Liu, W.; Wang, Y.; Mi, Z.; Li, C.-J.

Formal Direct Cross-Coupling of Phenols with Amines

Angewandte Chemie International Edition
Chen, Z.; Zeng, H.; Girard, S. A.; Wang, F.; Chen, N.; Li, C.-J.

En Route to a Practical Primary Alcohol Deoxygenation

Journal of American Chemical Society
Dai, X.-J.; Li, C.-J.
  • Li, L.; Mu, X.; Liu, W.; Mi, Z.; Li, C.-J. Simple and Efficient System for Combined Solar Energy Harvesting and Reversible Hydrogen Storage  J. Am. Chem. Soc. 2015, 137, 7576.
  • Liu, W.; Li, L.; Li, C.-J. Empowering a transition-metal-free coupling between alkyne and alkyl iodide with light in water Nat. Commun. 20156, 6526.
  • Gong, H.; Zeng, H.; Zhou, F.; Li, C.-J. Rhodium(I)-Catalyzed Regiospecific Dimerization of Aromatic Acids: Two Direct C-H Bond Activations in Water Angew. Chem,. Int. Ed. 2015, 54, 5718.
  • Girard, S. A.; Knauber, T.; Li, C.-J. The Cross-Dehydrogenative Coupling of Csp3-H Bonds: A Versatile Strategy for C-C Bond Formations Angew. Chem,. Int. Ed. 2014, 53, 74.
  • Li, L.; Mu, X.; Liu, W.; Kong, X.; Fan, S.; Mi, Z.; Li, C.-J. Thermal Non-Oxidative Aromatization of Light Alkanes Catalyzed by Gallium Nitride Angew. Chem,. Int. Ed. 2014, 53, 14106.
  • Zeng, H.; Li, C.-J. A Complete Switch of the Directional Selectivity in the Annulation of 2-Hydroxybenzaldehydes with Alkynes Angew. Chem,. Int. Ed. 201453, 13862.
  • Sharma, A.; Mejía, D.; Regnaud, A.; Uhlig, N.; Li, C.-J.; Maysinger, D.; Kakkar, A. Combined A3-Coupling and Click Chemistry Approach for the Synthesis of Dendrimer-Based Biological Tools ACS Macro Lett2014, 3, 1079.
  • Uhlig, N.; Li, C.-J. Aniline Carbamates: A Versatile and Removable Motif for Palladium-Catalyzed Directed C-H Activation Chem. Eur. J. 2014, 20, 12066.
  • Zhou, F.; Li, C.-J. The Barbier-Grignard-type Arylation of Aldehydes Using Unactivated Aryl Iodides in Water Nat. Commun. 20145, 4254. This publication was featured by "Chem. Eng. News", "Sciencedaily", "Chemical Processing" and on the McGill homepage.
  • Li, L.; Fan, S.; Mu, X.; Mi, Z.; Li, C.-J. Photoinduced Conversion of Methane into Benzene over GaN Nanowires. J. Am. Chem. Soc. 2014, 136, 7793-7796. This publication was feaured byChem. Eng. News
  • Jia, Z.; Zhou, F.; Liu, M.; Li, X.; Chan, A. S. C.; Li, C.-J. Silver-Catalyzed Hydrogenation of Aldehydes in Water Angew. Chem. Int. Ed. 201352, 11871-11874. This publication was chosen as a "hot paper" by Angew. Chem. Int. Ed. 
  • Li, Y.-X.; Xuan, Q.-Q.; Liu, L.; Wang, D.; Chen, Y.-J.; Li, C.-J. A Pd(0)-Catalyzed Direct Dehydrative Coupling of Terminal Alkynes with Allylic Alcohols To Access 1,4-Enynes J. Am. Chem. Soc. 2013135, 12536-12539.
  • Wang, P.; Rao, H.; Zhou, F.; Hua, R.; Li, C.-J. "Ruthenium-Catalyzed Aldehyde Functionality Reshuffle: Selective Synthesis of E-2-Arylcinnamaldehydes from E-b-Bromostyrenes and Aryl Aldehydes" J. Am. Chem. Soc. 2012, 134, 16468-16471.
  • Simon, M.-O.; Girard, S. A.; Li, C.-J. “Catalytic Aerobic Synthesis of Aromatic Ethers from Non-Aromatic Precursors” Angew. Chem. Int. Ed. 201251, 7537-7540. 
  • Uhlig, N.; Li, C.-J. “Site-Specific Modification of Amino Acids and Peptides by Aldehyde-Alkyne-Amine Coupling under Ambient Aqueous Conditions" Org. Lett. 201214, 3000-3003. 
  • Rao, H.; Li, C.-J. “Rearrangement of 2-Aryloxybenzaldehydes to 2-Hydroxybenzophenones by Rhodium-Catalyzed Cleavage of Aryloxy C-O Bonds” Angew. Chem. Int. Ed. 201150, 8936-8939. 
  • Uhlig, N.; Li, C.-J. “Alkynes as An Eco-compatible "on-call" Functionality Orthogonal to Biological Conditions in Water” Chem. Sci. 20112, 1241-1249.
  • Shuai, Q.; Yang, L.; Guo, X.; Basle, O.; Li, C.-J. “Rhodium-Catalyzed Oxidative C−H Arylation of 2-Arylpyridine Derivatives via Decarbonylation of Aromatic Aldehydes", J. Am. Chem. Soc. 2010,132, 12212-12213.
  • Li, C.-J. “The Development of Catalytic Nucleophilic Additions of Terminal Alkynes in Water ”, Acc. Chem. Res201043, 581-590.
  • Guo, X.; Wang, J.; Li, C.-J. "An Olefination via Ruthenium-Catalyzed Decarbonylative Addition of Aldehydes to Terminal Alkynes", J. Am. Chem. Soc. 2009, 131, 15092-15093. Highlighted by SYNFACTS, February, 2010; Highlighted by Angew. Chem. Int. Ed. 201049, 1724-1725.
  • Zhao, L.; Basle, O.; Li, C.-J. “Site-Specific C-Functionalization of Free (NH)-Peptides and Glycine Derivatives via Direct C-H Bond Functionalization” Proc. Natl. Acad. Sci. (USA)2009106, 4106-4111.
  • Bi, H.P.; Zhao, L.; Liang, Y. M.; Li, C. –J. “Copper-Catalyzed Decarboxylative Coupling of sp3-Hybridized Carbons of -Amino Acids” (Angew hot paper) Angew. Chem. Int. Ed. 200948, 792-795.
  • Li, C.-J. “Cross-Dehydrogenative-Coupling (CDC): Explore C-C Bond Formations beyond Functional Group Transformations”, Acc. Chem. Res200942, 335-344. 
  • Li, C.-J.; Trost, B. M. “Green Chemistry for Chemical Synthesis”, Proc. Natl. Acad. Sci. (USA),2008105, 13197-13202.
  • Zhao, L.; Li, C.-J. “New Approaches to Functionalize Glycine Derivatives via Direct C-C Bond Formation” (hot paper) Angew. Chem. Int. Ed. 200847, 7075-7078.
  • Deng, G.; Zhao, L.; Li, C.-J. “Ruthenium-Catalyzed Oxidative Cross-Coupling of Arenes and Cycloalkanes”, Angew. Chem. Int. Ed. 200847, 6278-6282. 
  • Zhang, Y.; Feng, J.; Li, C.-J. ” Palladium-Catalyzed Methylation of Aryl C-H Bond by Using Peroxides”, J. Am. Chem. Soc. 2008130, 2900-2901. (Highlighted by Chem. & Eng. News, February 26, 2008)
  • Li, Z.; Cao, L.; Li, C.-J. “FeCl2-Catalyzed Selective C-C Bond Formation by Oxidative Activation of a Benzylic C-H Bond”, Angew. Chem. Int. Ed. 200746, 6505-6507; (selected as Angew. Chem. “HOT paper)
  • Skouta, R.; Li, C.-J. "Gold (I)-Catalyzed Annulation of Salicylaldehydes and Aryl Acetylenes as an Expedient Route to Isoflavanones". Angew. Chem. Int. Ed. 2007, 46, 1117.(Angew. Chem. "hot article")
  • Li, Z.; Bohle, D. S.; Li, C.-J. "Cu-Catalyzed Cross-Dehydrogenative Coupling (CDC) Reactions: a Versatile Strategy for C-C Bond Formation via Oxidative Activation sp3 C-H Bonds Adjacent to a Nitrogen Atom". Proc. Natl. Acad. Sci. (USA) 2006, 103, 8928
  • Yoo, W. J.; Li, C.-J. "Highly Efficient Oxidative Amidation of Aldehydes with Amine Hydrochloride Salts". J. Am. Chem. Soc. 2006, 128, 4242. 
  • Zhang, Y.; Li, C.-J. "DDQ-Mediated Direct Cross-Dehydrogenative-Coupling (CDC) between Benzyl Ethers and Simple Ketones". J. Am. Chem. Soc. 2006, 128, 4242. 
  • Li, Z.; Li, C.-J. "Catalytic Allylic Alkylation via the Cross-Dehydrogenative-Coupling (CDC) Reaction between Allylic sp3 C-H and Methylenic sp3 C-H Bonds". J. Am. Chem. Soc. 2006, 128, 56. 
  • Zhang, Y.; Li, C.-J. "The First Highly Efficient Cross-Dehydrogenative-Coupling (CDC) between Ethers and Active Methlyene Compound". Angew. Chem. Int. Ed. 2006, 45, 1949.(Angew. Chem. "hot article"). 
  • Li, C.-J.; Chen, L. "Organic Reactions in Water". Chem. Soc. Rev. 2006, 35, 68. (ISI "Fast Breaking Paper in Chemistry, Feb. 2007"). 
  • Nguyen, R. V.; Li, C.-J. "An Annulation toward Fused Bicyclolactone". J. Am. Chem. Soc. 2005, 127, 17184. 
  • Li, Z.; Li, C.-J. "CuBr-Catalyzed Direct Indolation of Tetrahydroisoquinolines via Cross-Dehydrogenative-Coupling between sp3 C-H and sp2 C-H Bonds". J. Am. Chem. Soc. 2005, 127, 6968. 
  • Li, Z.; Li, C.-J. "Highly Efficient Copper-Catalyzed Nitro-Mannich Type Reaction: Cross-Dehydrogenative-Coupling (CDC) between sp3 C-H Bond and sp3 C-H Bond". J. Am. Chem. Soc. 2005, 127, 3672. 
  • Li, C. J. "Organic Reactions in Aqueous Media with a focus on C-C Bond Formations: a Decade Update". Chem. Rev. 2005, 105, 3095. (Editor's Choice for 2005). 
  • Li, Z.-P.; Li, C.-J. "A Highly Efficient CuBr-Catalyzed Alkynylation of SP3 C-H Bond" J. Am. Chem. Soc. 2004, 126, 11810-11811. 
  • Wei, C.; Mague, J. T.; Li, C.-J. "Cu(I)-Catalyzed Direct Addition and Asymmetric Addition of Terminal Alkynes to Imines." Proc. Natl. Acad. Sci. PNAS2004101, 5749-5754. 
  • Yao, X. Q.; Li, C.-J. "Highly Efficient Addition of Activated Methylene Compounds to Alkenes Catalyzed by Gold and Silver" J. Am. Chem. Soc. 2004, 126, 6884-6885. 
  • Wei, C. M.; Li, C.-J. "A Highly Efficient Three-Component Coupling of Aldehyde, Alkyne, and Amines via C-H Activation Catalyzed by Gold in Water". J. Am. Chem. Soc. 2003, 125, 9584-9585.
  • Li, C.-J. "Suzuki Reactions Takes a "Naked Hot Bath"; coupling in high-temperature water without transition-metal catalyst". Angew. Chem. Int. Ed. 2003, 42, 4856. (Invited Highlight). 
  • Keh, C. C. K.; Wei, C. M.; Li, C.-J. "The Barbier-Grignard-Type Carbonyl Alkylation using Unactivated Alkyl Halides in Water." J. Am. Chem. Soc. 2003125, 4062-4063. 
  • Viswanathan, G.; Wang, M. W.; Li, C.-J. "A Highly Regioselective Synthesis of Polysubstituted Naphthalene Derivatives through Gallium Trichloride Catalyzed Alkyne-Aldehyde Coupling".Angew. Chem. Int. Ed. 200241, 2138-2141. 

    "HOT PAPER" : 

  • Wei, C. M.; Li, C.-J. "Highly Enantioselective Catalytic Direct Addition of Alkynes to Imines in Water" J. Am. Chem. Soc. 2002124, 5638-5639. 
  • Huang, T. S.; Venkatraman, S.; Meng Y.; Wang, D.; Li, C.-J. "Remarkable Electronic Effect on Rhodium Catalyzed Reactions in Water" J. Am. Chem. Soc. 2001121, 7451. 
  • Li, C.-J.; Meng, Y. "Grignard-Type Carbonyl Phenylation in Water and Under Air Atmosphere," J. Am. Chem. Soc. 2000122, 9538. 
  • Xia, W.; Schmehl, R.; Li, C.-J. "Design and Study of A Highly Selective Ion Sensor", J. Am. Chem. Soc. 1999121, 5599. 
  • Li, C.-J.; Zhang, W. C. "Unexpected Barbier-Grignard Allylation of Aldehydes with Magnesium in Water", J. Am. Chem. Soc.1998120, 9102. 
  • Li, C.-J.; Chen, D. L.; Lu, Y. Q.; Haberman, J. X.; Mague, J. T. " A Novel Carbocycle Enlargement In Aqueous Medium," J. Am. Chem. Soc. 1996118, 4216. 
  • Li, C.-J.; Wang, D.; Chen, D. L. "Reshuffling of Functional Groups Catalyzed by Ruthenium Complex in Water," J. Am. Chem. Soc.1995117,12867. 
  • Li, C. J. "Organic Reactions in Aqueous Media with a focus on C-C Bond Formations". Chem. Rev.1993, 93, 2023.