• 33083 Citations
  • 92 h-Index
1995 …2022
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Research Output 1995 2019

2019

A Metallaphotoredox Strategy for the Cross-Electrophile Coupling of α-Chloro Carbonyls with Aryl Halides

Chen, T. Q. & MacMillan, D. W. C., Oct 7 2019, In : Angewandte Chemie - International Edition. 58, 41, p. 14584-14588 5 p.

Research output: Contribution to journalArticle

Chlorides
Halogens
Acids
Nickel
Bromides
11 Citations (Scopus)

Copper-Catalyzed Trifluoromethylation of Alkyl Bromides

Kornfilt, D. J. P. & MacMillan, D. W. C., May 1 2019, In : Journal of the American Chemical Society. 141, 17, p. 6853-6858 6 p.

Research output: Contribution to journalArticle

Bromides
Copper
Bromine
Carbon
Electrons
3 Citations (Scopus)

Photoredox-catalyzed deoxyfluorination of activated alcohols with Selectfluor®

González-Esguevillas, M., Miró, J., Jeffrey, J. L. & MacMillan, D. W. C., Aug 9 2019, In : Tetrahedron. 75, 32, p. 4222-4227 6 p.

Research output: Contribution to journalArticle

Alcohols
Fluorine
Catalysis
Light
selectfluor
7 Citations (Scopus)

The Evolution of High-Throughput Experimentation in Pharmaceutical Development and Perspectives on the Future

Mennen, S. M., Alhambra, C., Allen, C. L., Barberis, M., Berritt, S., Brandt, T. A., Campbell, A. D., Castañón, J., Cherney, A. H., Christensen, M., Damon, D. B., Eugenio De Diego, J., García-Cerrada, S., García-Losada, P., Haro, R., Janey, J., Leitch, D. C., Li, L., Liu, F., Lobben, P. C. & 12 others, Macmillan, D. W. C., Magano, J., McInturff, E., Monfette, S., Post, R. J., Schultz, D., Sitter, B. J., Stevens, J. M., Strambeanu, I. I., Twilton, J., Wang, K. & Zajac, M. A., Jun 21 2019, In : Organic Process Research and Development. 23, 6, p. 1213-1242 30 p.

Research output: Contribution to journalArticle

experimentation
Throughput
Pharmaceutical Preparations
Screening
Industry
2018
64 Citations (Scopus)

A radical approach to the copper oxidative addition problem: Trifluoromethylation of bromoarenes

Le, C., Chen, T. Q., Liang, T., Zhang, P. & MacMillan, D. W. C., Jun 1 2018, In : Science. 360, 6392, p. 1010-1014 5 p.

Research output: Contribution to journalArticle

Copper
Catalysis
Halogens
Bromides
66 Citations (Scopus)

Decarboxylative alkylation for site-selective bioconjugation of native proteins via oxidation potentials

Bloom, S., Liu, C., Kölmel, D. K., Qiao, J. X., Zhang, Y., Poss, M. A., Ewing, W. R. & Macmillan, D. W. C., Feb 1 2018, In : Nature chemistry. 10, 2, p. 205-211 7 p.

Research output: Contribution to journalArticle

Alkylation
Catalysis
Amino acids
Proteins
Amino Acids
14 Citations (Scopus)

Decarboxylative Hydroalkylation of Alkynes

Till, N. A., Smith, R. T. & Macmillan, D. W. C., May 2 2018, In : Journal of the American Chemical Society.

Research output: Contribution to journalArticle

Alkynes
Organometallics
Carboxylic acids
Olefins
Extrusion
54 Citations (Scopus)

Decarboxylative sp 3 C-N coupling via dual copper and photoredox catalysis

Liang, Y., Zhang, X. & MacMillan, D. W. C., Jul 5 2018, In : Nature. 559, 7712, p. 83-88 6 p.

Research output: Contribution to journalArticle

Catalysis
Copper
Nitrogen
Carbon
Carboxylic Acids
41 Citations (Scopus)

Decarboxylative Trifluoromethylation of Aliphatic Carboxylic Acids

Kautzky, J. A., Wang, T., Evans, R. W. & MacMillan, D. W. C., May 30 2018, In : Journal of the American Chemical Society. 140, 21, p. 6522-6526 5 p.

Research output: Contribution to journalArticle

Carboxylic Acids
Carboxylic acids
Bearings (structural)
Fatty Acids
Alkenes
50 Citations (Scopus)

Direct arylation of strong aliphatic C–H bonds

Perry, I. B., Brewer, T. F., Sarver, P. J., Schultz, D. M., DiRocco, D. A. & MacMillan, D. W. C., Aug 2 2018, In : Nature. 560, 7716, p. 70-75 6 p.

Research output: Contribution to journalLetter

Nickel
Bromides
Hydrogen
Carbon
Metals
16 Citations (Scopus)

Metallaphotoredox-Catalyzed Cross-Electrophile C sp 3 -C sp 3 Coupling of Aliphatic Bromides

Smith, R. T., Zhang, X., Rincón, J. A., Agejas, J., Mateos, C., Barberis, M., García-Cerrada, S., De Frutos, O. & MacMillan, D. W. C., Dec 19 2018, In : Journal of the American Chemical Society. 140, 50, p. 17433-17438 6 p.

Research output: Contribution to journalArticle

Catalysis
Bromides
Halogens
Nickel
Pharmaceutical Preparations
27 Citations (Scopus)

Metallaphotoredox Difluoromethylation of Aryl Bromides

Bacauanu, V., Cardinal, S., Yamauchi, M., Kondo, M., Fernández, D. F., Remy, R. & MacMillan, D. W. C., Sep 17 2018, In : Angewandte Chemie - International Edition. 57, 38, p. 12543-12548 6 p.

Research output: Contribution to journalArticle

Bromides
Catalysis
Chemical activation
Nickel
Halogens
33 Citations (Scopus)

Selective Hydrogen Atom Abstraction through Induced Bond Polarization: Direct α-Arylation of Alcohols through Photoredox, HAT, and Nickel Catalysis

Twilton, J., Christensen, M., DiRocco, D. A., Ruck, R. T., Davies, I. W. & MacMillan, D. W. C., May 4 2018, In : Angewandte Chemie - International Edition. 57, 19, p. 5369-5373 5 p.

Research output: Contribution to journalArticle

Nickel
Catalysis
Hydrogen
Lewis Acids
Alcohols
23 Citations (Scopus)

Spin-Center Shift-Enabled Direct Enantioselective α-Benzylation of Aldehydes with Alcohols

Nacsa, E. D. & MacMillan, D. W. C., Mar 7 2018, In : Journal of the American Chemical Society. 140, 9, p. 3322-3330 9 p.

Research output: Contribution to journalArticle

Aldehydes
Alcohols
Alkylating Agents
Ribonucleosides
Diphosphates
19 Citations (Scopus)

Sulfonamidation of Aryl and Heteroaryl Halides through Photosensitized Nickel Catalysis

Kim, T., McCarver, S. J., Lee, C. & MacMillan, D. W. C., Mar 19 2018, In : Angewandte Chemie - International Edition. 57, 13, p. 3488-3492 5 p.

Research output: Contribution to journalArticle

Sulfonamides
Nickel
Catalysis
Energy transfer
Drug Discovery
2017
47 Citations (Scopus)

A General Small-Scale Reactor to Enable Standardization and Acceleration of Photocatalytic Reactions

Le, C. C., Wismer, M. K., Shi, Z. C., Zhang, R., Conway, D. V., Li, G., Vachal, P., Davies, I. W. & MacMillan, D. W. C., Jun 28 2017, In : ACS Central Science. 3, 6, p. 647-653 7 p.

Research output: Contribution to journalArticle

Standardization
Photons
Catalysts
Photocatalysis
Pharmaceutical Chemistry
27 Citations (Scopus)

Catalyst-controlled oligomerization for the collective synthesis of polypyrroloindoline natural products

Jamison, C. R., Badillo, J. J., Lipshultz, J. M., Comito, R. J. & MacMillan, D. W. C., Dec 1 2017, In : Nature chemistry. 9, 12, p. 1165-1169 5 p.

Research output: Contribution to journalArticle

Oligomerization
Metabolites
Biological Products
Alkaloids
Catalysts
39 Citations (Scopus)

Decarboxylative Peptide Macrocyclization through Photoredox Catalysis

McCarver, S. J., Qiao, J. X., Carpenter, J., Borzilleri, R. M., Poss, M. A., Eastgate, M. D., Miller, M. M. & MacMillan, D. W. C., Jan 1 2017, In : Angewandte Chemie - International Edition. 56, 3, p. 728-732 5 p.

Research output: Contribution to journalArticle

Peptides
Catalysis
Amino acids
Amino Acids
Bearings (structural)
37 Citations (Scopus)

Direct, enantioselective α-alkylation of aldehydes using simple olefins

Capacci, A. G., Malinowski, J. T., McAlpine, N. J., Kuhne, J. & Macmillan, D. W. C., Jun 26 2017, In : Nature chemistry. 9, 11, p. 1073-1077 5 p.

Research output: Contribution to journalArticle

Alkylation
Alkenes
Aldehydes
Olefins
Hydrogen
65 Citations (Scopus)
Alkylation
Nickel
Aldehydes
Catalysis
Hydrogen

Dual Photoredox Catalysis: The Merger of Photoredox Catalysis with Other Catalytic Activation Modes

Prier, C. K. & Macmillan, D. W. C., Oct 13 2017, Visible Light Photocatalysis in Organic Chemistry. Wiley-VCH Verlag, p. 299-333 35 p.

Research output: Chapter in Book/Report/Conference proceedingChapter

Catalysis
Chemical activation
Lewis Acids
Zinc Acetate
Nucleophiles
92 Citations (Scopus)

Photoredox-catalyzed deuteration and tritiation of pharmaceutical compounds

Loh, Y. Y., Nagao, K., Hoover, A. J., Hesk, D., Rivera, N. R., Colletti, S. L., Davies, I. W. & MacMillan, D. W. C., Dec 1 2017, In : Science. 358, 6367, p. 1182-1187 6 p.

Research output: Contribution to journalArticle

Tritium
Deuterium
Hydrogen
Pharmaceutical Preparations
Drug Discovery
114 Citations (Scopus)

Photosensitized, energy transfer-mediated organometallic catalysis through electronically excited nickel(II)

Welin, E. R., Le, C., Arias-Rotondo, D. M., McCusker, J. K. & MacMillan, D. W. C., Jan 27 2017, In : Science (New York, N.Y.). 355, 6323, p. 380-385 6 p.

Research output: Contribution to journalArticle

Energy Transfer
Nickel
Catalysis
Photosensitivity Disorders
Photochemistry
118 Citations (Scopus)

Selective sp 3 C-H alkylation via polarity-match-based cross-coupling

Le, C., Liang, Y., Evans, R. W., Li, X. & MacMillan, D. W. C., Jul 6 2017, In : Nature. 547, 7661, p. 79-83 5 p.

Research output: Contribution to journalArticle

Alkylation
Hydrogen
Carbon
Organic Chemistry
Ethers
325 Citations (Scopus)

The merger of transition metal and photocatalysis

Twilton, J., Le, C. C., Zhang, P., Shaw, M. H., Evans, R. W. & MacMillan, D. W. C., Jan 11 2017, In : Nature Reviews Chemistry. 1, 0052.

Research output: Contribution to journalReview article

Photocatalysis
Catalysis
Transition metals
Nucleophiles
Coordination Complexes
65 Citations (Scopus)

Visible light photocatalysis in organic chemistry

Stephenson, C. R. J., Yoon, T. P. & MacMillan, D. W. C., Oct 13 2017, Wiley-VCH Verlag. 444 p.

Research output: Book/ReportBook

Photocatalysis
Energy transfer
Stars
Polymers
Coloring Agents
2016
69 Citations (Scopus)
Oxalates
Catalysis
Alcohols
Functional groups
Oxidation-Reduction
148 Citations (Scopus)

Aryl amination using ligand-free Ni(II) salts and photoredox catalysis

Corcoran, E. B., Pirnot, M. T., Lin, S., Dreher, S. D., Dirocco, D. A., Davies, I. W., Buchwald, S. L. & Macmillan, D. W. C., Jul 15 2016, In : Science. 353, 6296, p. 279-283 5 p.

Research output: Contribution to journalArticle

Amination
Catalysis
Salts
Metals
Ligands
197 Citations (Scopus)

Enantioselective Decarboxylative Arylation of α-Amino Acids via the Merger of Photoredox and Nickel Catalysis

Zuo, Z., Cong, H., Li, W., Choi, J., Fu, G. C. & MacMillan, D. W. C., Feb 17 2016, In : Journal of the American Chemical Society. 138, 6, p. 1832-1835 4 p.

Research output: Contribution to journalArticle

Nickel
Catalysis
Amines
Amino acids
Amino Acids
Oxalates
Catalysis
Oxidation-Reduction
Alcohols
Light
161 Citations (Scopus)

Metallaphotoredox-catalysed sp3-sp3 cross-coupling of carboxylic acids with alkyl halides

Johnston, C. P., Smith, R. T., Allmendinger, S. & MacMillan, D. W. C., Aug 17 2016, In : Nature. 536, 7616, p. 322-325 4 p.

Research output: Contribution to journalArticle

Carboxylic Acids
Catalysis
tirofiban
Cross Reactions
Nickel
189 Citations (Scopus)

Native functionality in triple catalytic cross-coupling: sp3 C-H bonds as latent nucleophiles

Shaw, M. H., Shurtleff, V. W., Terrett, J. A., Cuthbertson, J. D. & MacMillan, D. W. C., Jun 10 2016, In : Science. 352, 6291, p. 1304-1308 5 p.

Research output: Contribution to journalArticle

Hydrogen
Organic Chemistry
Cross Reactions
Nickel
Catalysis
33 Citations (Scopus)

Oxy-Allyl Cation Catalysis: An Enantioselective Electrophilic Activation Mode

Liu, C., Oblak, E. Z., Vander Wal, M. N., Dilger, A. K., Almstead, D. K. & MacMillan, D. W. C., Mar 2 2016, In : Journal of the American Chemical Society. 138, 7, p. 2134-2137 4 p.

Research output: Contribution to journalArticle

Ketones
Catalysis
Cations
Positive ions
Chemical activation
695 Citations (Scopus)

Photoredox Catalysis in Organic Chemistry

Shaw, M. H., Twilton, J. & MacMillan, D. W. C., Aug 19 2016, In : Journal of Organic Chemistry. 81, 16, p. 6898-6926 29 p.

Research output: Contribution to journalReview article

Catalysis
Carbon
Coordination Complexes
Coloring Agents
Chemical activation
108 Citations (Scopus)
Catalysis
Bromides
Chemical activation
Silanes
Halogens
2015
250 Citations (Scopus)

Alcohols as alkylating agents in heteroarene C-H functionalization

Jin, J. & MacMillan, D. W. C., Sep 3 2015, In : Nature. 525, 7567, p. 87-90 4 p.

Research output: Contribution to journalArticle

Alkylating Agents
Alkylation
Biochemical Phenomena
Alcohols
Organic Chemistry
173 Citations (Scopus)

Decarboxylative fluorination of aliphatic carboxylic acids via photoredox catalysis

Ventre, S., Petronijevic, F. R. & Macmillan, D. W. C., May 6 2015, In : Journal of the American Chemical Society. 137, 17, p. 5654-5657 4 p.

Research output: Contribution to journalArticle

Fluorination
Halogenation
Carboxylic Acids
Catalysis
Carboxylic acids
210 Citations (Scopus)
Ethers
Photocatalysts
Feedstocks
Hydrogen
Atoms
65 Citations (Scopus)

Enantioselective α-Alkylation of Aldehydes by Photoredox Organocatalysis: Rapid Access to Pharmacophore Fragments from β-Cyanoaldehydes

Welin, E. R., Warkentin, A. A., Conrad, J. C. & MacMillan, D. W. C., Aug 1 2015, In : Angewandte Chemie - International Edition. 54, 33, p. 9668-9672 5 p.

Research output: Contribution to journalArticle

Alkylation
Aldehydes
Catalysis
Lignans
Biological Products
66 Citations (Scopus)
Decarboxylation
alpha-((5-fluoro-2-methoxyphenyl)methyl)-alpha-(tetrahydro-2H-pyran-4-yl)-2-morpholinemethanol
Genetic Recombination
Extrusion
Anhydrides
233 Citations (Scopus)

Merging photoredox and nickel catalysis: Decarboxylative cross-coupling of carboxylic acids with vinyl halides

Noble, A., McCarver, S. J. & Macmillan, D. W. C., Jan 21 2015, In : Journal of the American Chemical Society. 137, 2, p. 624-627 4 p.

Research output: Contribution to journalArticle

Hydrocarbons
Carboxylic Acids
Nickel
Catalysis
Carboxylic acids
161 Citations (Scopus)

Merging Photoredox and Nickel Catalysis: The Direct Synthesis of Ketones by the Decarboxylative Arylation of α-Oxo Acids

Chu, L., Lipshultz, J. M. & MacMillan, D. W. C., Jun 1 2015, In : Angewandte Chemie - International Edition. 54, 27, p. 7929-7933 5 p.

Research output: Contribution to journalArticle

Keto Acids
Nickel
Ketones
Merging
Catalysis
136 Citations (Scopus)

Oxalates as Activating Groups for Alcohols in Visible Light Photoredox Catalysis: Formation of Quaternary Centers by Redox-Neutral Fragment Coupling

Nawrat, C. C., Jamison, C. R., Slutskyy, Y., MacMillan, D. W. C. & Overman, L. E., Sep 9 2015, In : Journal of the American Chemical Society. 137, 35, p. 11270-11273 4 p.

Research output: Contribution to journalArticle

Oxalates
Catalysis
Oxidation-Reduction
Alcohols
Light
111 Citations (Scopus)

Selective Radical-Radical Cross-Couplings: Design of a Formal β-Mannich Reaction

Jeffrey, J. L., Petronijević, F. R. & Macmillan, D. W. C., Jul 8 2015, In : Journal of the American Chemical Society. 137, 26, p. 8404-8407 4 p.

Research output: Contribution to journalArticle

Ketones
Catalysis
Imines
Aldehydes
Amines
192 Citations (Scopus)

Switching on elusive organometallic mechanisms with photoredox catalysis

Terrett, J. A., Cuthbertson, J. D., Shurtleff, V. W. & MacMillan, D. W. C., Aug 20 2015, In : Nature. 524, 7565, p. 330-334 5 p.

Research output: Contribution to journalArticle

Nickel
Catalysis
Carbon
Alcohols
Light
188 Citations (Scopus)

The direct arylation of allylic sp3 C-H bonds via organic and photoredox catalysis

Cuthbertson, J. D. & MacMillan, D. W. C., Mar 5 2015, In : Nature. 519, 7541, p. 74-77 4 p.

Research output: Contribution to journalArticle

Catalysis
Carbon
Amination
Alkenes
Electrons
2014
119 Citations (Scopus)
Iridium
Ethers
Schiff Bases
Photocatalysts
Sulfhydryl Compounds
40 Citations (Scopus)

A general and enantioselective approach to pentoses: A rapid synthesis of PSI-6130, the nucleoside core of sofosbuvir

Peifer, M., Berger, R., Shurtleff, V. W., Conrad, J. C. & Macmillan, D. W. C., Apr 23 2014, In : Journal of the American Chemical Society. 136, 16, p. 5900-5903 4 p.

Research output: Contribution to journalArticle

Pentoses
Nucleosides
Catalysis
Amines
Derivatives
143 Citations (Scopus)

A general strategy for organocatalytic activation of c-h bonds via photoredox catalysis: Direct arylation of benzylic ethers

Qvortrup, K., Rankic, D. A. & MacMillan, D. W. C., Jan 15 2014, In : Journal of the American Chemical Society. 136, 2, p. 626-629 4 p.

Research output: Contribution to journalArticle

Iridium
Ethers
Catalysis
Sulfhydryl Compounds
Chemical activation
89 Citations (Scopus)

Amine α-heteroarylation via photoredox catalysis: A homolytic aromatic substitution pathway

Prier, C. K. & MacMillan, D. W. C., Nov 1 2014, In : Chemical Science. 5, 11, p. 4173-4178 6 p.

Research output: Contribution to journalArticle

Catalysis
Amines
Substitution reactions