Publications

55) Rezazadeh, S.; Martin, M. I.; Kim, R. S., Yap, G. P. A.; Rosenthal, J.; Watson, D. A.*; “Photoredox-Nickel Dual-Catalyzed C-Alkylation of Secondary Nitroalkanes: Access to Sterically Hindered α-Tertiary Amines” J. Am. Chem. Soc, 2023, 145, 8, 4707-4715. [link]

54) Conner, A. M.; Pawley, S. B.; Omer, H. M.; Watson, D. A.*”Development of a General Method for the Hiyama–Denmark Cross-Coupling of Tetrasubstituted Vinyl Silanes” ACS Catal. 2022, 12, 13108–13115. [link]

53) Korch, K. M.; Hayes, J. C.; Kim, R. S.; Watson, D. A.*”Selected Ion Monitoring Using Low-Cost Mass Spectrum Detectors Provide a Rapid, General, and Accurate Method for Enantiomeric Excess Determination in High Throughput Experimentation” ACS Catal. 2022, 12, 6737–6745. [link]

First published ChemRxiv. Preprint. 2022. [link]

Figure 1

52) Korch, K. M; Watson, D. A.* “Total Synthesis of (±)-Impatien A via Aza-Heck Cyclization“ Org. Lett.  2021, 23, 7285–7289. [link]

51) Idowu, O. O.; Hayes, J. C.; Reid, W. B.; Watson, D. A.*”Synthesis of 1,1-Diboryl Alkenes Using the Boryl-Heck Reaction“ Org. Lett. 2021, 23, 4838–4842. [link]

Highlighted in Organic Chemistry Portal 2022. [link]

50) Gao, R.; Shuler, S. A.; Watson, D. A.* “Tandem aza-Heck Suzuki and carbonylation reactions of O-phenyl hydroxamic ethers: complex lactams via carboamination” Chem. Sci. 2021, 12, 8859-8864. [link]

49) Zuo, Z.; Kim, R. S.;  Watson, D. A.* “Synthesis of Axially Chiral 2,2’-Bisphosphobiarenes via a Nickel-Catalyzed Asymmetric Ullmann Coupling: General Access to Privileged Chiral Ligands without Optical Resolution” J. Am. Chem. Soc. 2021, 143, 3, 1328-1333 [link]

First published ChemRxiv. Preprint. 2020. [link]

Highlighted in Synfacts 2021, 17(04), 0397 [link]

Highlighted in Organic Chemistry Portal 2021. [link]

48) Kim, R. S.; Dinh-Nguyen, L. V.; Shimkin, K. W.; Watson, D. A.* “Copper Catalyzed Propagylation of Nitroalkanes” Org. Lett. 2020, 22, 20, 8106–8110. [link]

Highlighted in Organic Chemistry Portal 2021. [link]

47)  Xu. F.; Duke. O.; Rojas. D.; Eichelberger, H. M.; Kim, R. S.; Clark, T. B.*; Watson, D. A.* “Aryl Phosphonate-Directed Ortho C–H Borylation: Rapid Entry into Highly-Substituted Phosphoarenes” J. Am. Chem. Soc. 2020, 142, 28, 11988–11992. [link]

Highlighted in Synfacts 2020, 16(09), 1059 [link]

46)  Wisthoff, M. F.; Pawley, S. B.; Cinderella, A. P.; Watson, D. A.* “Stereoselective Synthesis of Cis- and Trans-Tetrasubstituted Vinyl Silanes Using a Silyl-Heck Strategy and Hiyama Conditions for Their Cross-Coupling ” J. Am. Chem. Soc. 2020, 142, 28, 12051–12055 [link]

45)  Reid, W. B.; McAtee, J. R.; Watson, D. A.* “Synthesis of Unsaturated Silyl Heterocycles via an Intramolecular Silyl-Heck Reaction” Organometallics, 2019, 38, 19, 3796-3803  [link]

44) Xu, F.;  Korch, K. M.; Watson, D. A.* “Synthesis of Indolines and Derivatives via Aza‐Heck Cyclization” Angew. Chem. Int. Ed. 2019, 58, 13448-13451 [link]

Highlighted in Chem. Eng. News 2019, 97, 30. [link]

Highlighted in UDaily Research News 2019. [link]

F1000 Prime recommended. [link]

43) Korch, K. M.; Watson, D. A.* “Cross-Coupling of Heteroatomic Electrophiles” Chem. Rev. 2019, 119, 8192–8228. [link]

42) Devannah, V.; Sharma, R.; Watson, D. A.* “Nickel-Catalyzed Asymmetric C-Alkylation of Nitroalkanes: Synthesis of Enantioenriched β-Nitroamides” J. Am. Chem. Soc. 2019, 141, 8436–8440. [link]

41) Reid, W. B.; Watson, D. A.* “Synthesis of Trisubstituted Alkenyl Boronic Esters from Alkenes Using the Boryl-Heck Reaction” Org. Lett. 2018, 20, 6832–6835. [link]

Highlighted in Organic Chemistry Portal 2019. [link]

40) Krause, S. B.; Watson, D. A.* Silyl-Heck, Silyl-Negishi, and Related Reactions. In Organosilicon Chemistry – Novel Approaches and Reactions; Hiyama, T.; Oestreich, M., Eds; Wiley-VCH: Weinheim, 2018; In Press

39) Xu, F.; Shuler, S. A.; Watson, D. A.* “Synthesis of N-H Bearing Imidazolidinones and Dihydroimidazolones Using Aza-Heck Cyclizations” Angew. Chem. Int. Ed. 2018, 57, 12081–12085. [link]

38) Vulovic, B.; Cinderella, A. P.; Watson, D. A.* “Palladium-Catalyzed Cross-Coupling of Monochlorosilanes And Grignard Reagents” ACS Catal. 2017, 7, 8113–8117. [link]

37) Krause, S. B.; McAtee, J. R.; Yap, G. P. A.; Watson, D. A.* “A Bench Stable, Single Component Precatalyst for Silyl-Heck Reactions” Org. Lett. 2017, 19, 5641–5644. [link]

36) Vulovic, B.; Watson, D. A.* “Heck-like Reactions Involving Heteroatomic Electrophiles” Eur. J. Org. Chem. 2017, 4996–5009. [link]

Top Ten Most Accessed EurJOC Articles of September 2017

35) Rezazadeh, S.; Devannah, V.; Watson, D. A.* “Nickel-Catalyzed C-Alkylation of Nitroalkanes with Unactivated Alkyl Iodides” J. Am. Chem. Soc. 2017, 139, 8110–8113. [link]

Highlighted in SYNFORM 2017 [link]

34) Cinderella, A. P.; Vulovic, B.; Watson, D. A.* “Palladium-Catalyzed Cross-Coupling of Silyl Electrophiles with Alkylzinc Halides: A Silyl-Negishi Reaction” J. Am. Chem. Soc. 2017, 139, 7741–7744. [link]

Highlighted in SYNFACTS 2017, 13, 861. [link]

Highlighted in Organic Chemistry Portal  [link]

33) Gietter-Burch, A. A. S.; Devannah, V.; Watson, D. A.* “Trifluoromethylation of Secondary Nitroalkanes” Org. Lett. 2017, 19, 2957–2960. [link]

Highlighted in Organic Chemistry Portal  [link]

32) Shuler, S. A.; Yin, G.; Krause, S. B.; Vesper, C. M.; Watson, D. A.* “Synthesis of Secondary Unsaturated Lactams via an Aza-Heck Reaction” J. Am. Chem. Soc. 2016, 138, 13830–13833. [link]

Highlighted in Org. Chem. Highlights 2017, July 24. [link]

31) Mori-Quiroz, L.; Shimkin, K. W.; Rezazadeh, S.; Kozlowski, R. A.; Watson, D. A.*; “Copper-Catalyzed Amidation of Primary and Secondary Alkyl Boronic Esters” Chem. Eur. J. 2016, 22, 15654–15658. [link]

Alkyl Lam-Chen

Highlighted in Org. Chem. Highlights 2017, September 11. [link]

Highlighted in SYNFACTS 2016, 12, 1294. [link]

30) Watson, D. A. “Legacy of Richard Heck” Organometallics 2016, 35, 1177–1178. [link]

Editorial for the ACS Select virtual issue in honor of Professor Richard Heck

29) Reid, W. B.; Spillane, J. J.; Krause, S. B.; Watson, D. A.* “Direct Synthesis of Alkenyl Boronic Esters from Unfunctionalized Alkenes: A Boryl-Heck Reaction” J. Am. Chem. Soc. 2016, 138, 5539–5542. [link]

Will_JACS_2016

Highlighted in Organic Chemistry Portal  [link]

28) Shimkin, K. W.; Gildner, P. G.; Watson, D. A.* “Copper-Catalyzed Alkylation of Nitroalkanes with α-Bromonitriles: Synthesis of β-Cyanonitroalkanes” Org. Lett. 2016, 18, 988–991. [link]

Kirk_OrgLett_2016

27) Shimkin, K. W.; Watson, D. A.* “Recent Developments in Copper-Catalyzed Radical Alkylations of Electron-Rich π-Systems” Beilstein J. Org. Chem. 2015, 11, 2278–2288. [link]

Beilstein_J_Org_Chem-11-2278-g001

26) McAtee, J. R.; Krause, S. B.; Watson, D. A.* “Simplified Preparation of Trialkylvinylsilanes via the Silyl-Heck Reaction Utilizing a Second Generation Catalyst” Adv. Synth. Catal. 2015, 357, 2317–2321. [link]

ncontent

Invited Article for Issue in Honor of Stephen L. Buchwald

25) Gietter-Burch, A. A. S.; Mitrut, R. E.; Watson, D. A.* “Highly Diastereoselective Michael Reactions Using β-Nitrocarbonyl Nucleophiles” Org. Lett. 2015, 17, 5468–5471. [link]

Amber_Org_Lett_2015

24) McAtee, J. R.; Yap, G. P. A.; Watson, D. A.* “Rational Design of a Second Generation Catalyst for Preparation of Allyl Silanes Using the Silyl-Heck Reaction” J. Am. Chem. Soc. 2014, 136, 10166–10172. [link]

2014-JACS-2nd-gen

23) Gietter, A. A. S.; Gildner, P. G.; Cinderella, A. P.; Watson, D. A.* “General Route for Preparing β-Nitrocarbonyl Compounds Using Copper Thermal Redox Catalysis” Org. Lett. 2014, 16, 3166–3169. [link]

2014-OL-beta_nitro_carbonyl

22) McAtee, J. R.; Martin, S. E. S.; Cinderella, A. P.; Reid, W. B.; Johnson, K. A.; Watson, D. A.* “The First Example of Nickel-Catalyzed Silyl-Heck Reactions: Direct Activation of Silyl Triflates Without Iodide Additives” Tetrahedron 2014, 70, 4250–4256. [link]

2014-Tet-Ni_silyl_Heck

Invited Article for Symposium-in-Print in Honor of Sarah E. Reisman

21) Mahmoud, E.; Watson, D. A.; Lobo, R. F.* “Renewable Production of Phthalic Anhydride from Biomass-Derived Furan and Maleic Anhydride” Green Chem. 2014, 16, 167–175. [link]

2014-GC-phthalic_anhydride

20) Martin, S. E. S.; Watson, D. A.* “Silyl-Heck Reactions for the Preparation of Unsaturated Organosilanes” Synlett 2013, 24, 2177–2182. [link]

Invited Synpacts Article

19) Martin, S. E. S.; Watson, D. A.* “Preparation of Vinyl Silyl Ethers and Disiloxanes via the Silyl-Heck Reaction of Silyl Ditriflates” J. Am. Chem. Soc. 2013, 135, 13330–13333. [link]

vinyl_siloxyethers_toc

18) Rossi, S. A.; Shimkin, K. W.; Xu, Q.; Mori-Quiroz, L. M.; Watson, D. A.* “Selective Formation of Secondary Amides via the Copper-Catalyzed Cross-Coupling of Alkylboronic Acids with Primary Amides” Org. Lett. 2013, 15, 2314–2317. [link]

primary_amide_alkylation

Highlighted in Org. Chem. Highlights 2013, October 13. [link]

17) Do, P. T. M.; McAtee, J. R.; Watson, D. A.*; Lobo, R. F.* “Elucidation of Diels-Alder Reaction Network of 2,5-Dimethylfuran and Ethylene on HY Zeolite Catalyst ” ACS Catal. 2013, 3, 41–46. [link]

DMF_to_xylene_toc

16) Gietter, A. A. S.; Pupillo, R. C.; Yap, G. P. A.; Beebe,T. P. Jr.; Rosenthal, J.*; Watson, D. A.* “On-Surface Cross Coupling Methods for the Construction of Modified Electrode Assemblies with Tailored Morphologies ” Chem. Sci. 2013, 4, 437–443. [link]

2012-Chem_Sci-surfaces

15) Watson, D. A. “Selected Diastereoselective Reactions: Heck Type Cyclizations”  Eds. Elsevier: Amsterdam. 2012, 2, 648–683. [link]

Invited Review Chapter

14) Gildner, P. G.; Gietter, A. A. S.; Cui, D.; Watson, D. A.* “Benzylation of Nitroalkanes Using Copper-Catalyzed Thermal Redox Catalysis: Toward the Facile C-Alkylation of Nitroalkanes” J. Am. Chem. Soc. 2012, 134, 9942–9945. [link]

2012-JACS-Nitrobenzylation

Highlighted in Organic Chemistry Portal  [link]

13) McAtee, J. R.; Martin, S. E. S.; Ahneman, D. T.; Johnson, K. A.; Watson, D. A.* “Preparation of Allyl and Vinyl Silanes by the Palladium-Catalyzed Silylation of Terminal Olefins: A Silyl-Heck Reaction” Angew. Chem. Int. Ed. 2012, 51, 3663–3667. [link]

2012-ACIE-Si-Heck_toc-3

Highlighted in Chem. Eng. News 2012, 14, 9. [link] & Org. Chem. Highlights 2012, Jan. 28. [link]

DAW Publications From PhD and Postdoctoral Work:
12) Shen, X.; Jones, G. O.; Watson, D. A.; Bhayana, B.; Buchwald, S. L. “Enantioselective Synthesis of Axially Chiral Biaryls by the Pd-Catalyzed Suzuki‚àíMiyaura Reaction: Substrate Scope and Quantum Mechanical Investigations” J. Am. Chem. Soc 2010, 11278-11287. [link]
11) Cho, E. J.; Senecal, T. D.; Kinzel, T.; Zhang, Y.; Watson, D. A.; Buchwald, S. L. “The Palladium-Catalyzed Trifluoromethylation of Aryl Chlorides” Science 2010, 328, 1679-1681. [link]
Highlighted in Chemistry World, June 2010; Nature July 2010
10) Watson, D. A.; Su, M.; Teverovskiy, G.; Zhang, Y.; Garcia-Fortanet, J.; Kinzel, T. and Buchwald, S. L. “Formation of ArF from LPdAr(F): Catalytic Conversion of Aryl Triflates to Aryl Fluorides” Science, 2009, 325, 1661-1664. [link]
Highlighted in Chemical and Engineering News, Science, and Chemistry World, Aug. 2009
9) Fors, B. P.; Watson, D. A.; Biscoe, M. R.; Buchwald, S. L. “A Highly Active Catalyst for Pd-Catalyzed Amination Reactions: Cross-Coupling Reactions Using Aryl Mesylates and the Highly Selective Monoarylation of Primary Amines Using Aryl Chlorides” J. Am. Chem. Soc., 2008, 130, 13552. [link]
8) Martinelli, J. R.; Watson, D. A.; Freckmann, D. M. M.; Barder, T. E. and Buchwald, S. L. “Palladium-Catalyzed Carbonylation Reactions of Aryl Bromides at Atmospheric Pressure: A General System Based on Xantphos” J. Org. Chem., 2008, 73, 7102-7107. [link]
7) Watson, D. A.; Fan, X.; Buchwald, S. L. “Carbonylation of Aryl Chlorides with Oxygen Nucleophiles at Atmospheric Pressure. Preparation of Phenyl Esters as Acyl Transfer Agents and the Direct Preparation of Alkyl Esters and Carboxylic Acids” J. Org. Chem., 2008, 73, 7096-7101. [link]
6) Martinelli, J. R.; Clark, T. P.; Watson, D. A.; Munday, R. H.; Buchwald, S. L. “Palladium-Catalyzed Aminocarbonylation of Aryl Chlorides at Atmospheric Pressure: The Dual Role of Sodium Phenoxide” Angew. Chem. Int. Ed., 2007, 46, 8460-8463. [link]
5) Watson, D. A.; Chiu, M.; Bergman, R. G. “Zirconium Bis(Amido) Catalysts for Asymmetric Intramolecular Alkene Hydroamination” Organometallics, 2006, 25, 4731-4733. [link]
4) Overman, L. E.; Watson, D. A. “Diastereoselection in the Formation of Contiguous Quaternary Carbon Stereocenters by the Intramolecular Heck Reaction” J. Org. Chem., 2006, 71, 2600-2608. [link]
3) Overman, L. E.; Watson, D. A. “Diastereoselection in the Formation of Spirocyclic Oxindoles by the Intramolecular Heck Reaction” J. Org. Chem., 2006, 71, 2587-2599. [link]
2) Hynes, J.; Nasser, T.; Overman, L. E.; Watson, D. A. “Preparation of α-Sulfenyl Enones by Thermal Fragmentation of β-Sulfenyl Enol Triflates” Org. Lett., 2002, 4, 929-931. [link]
1) Xiang, A. X.; Watson, D. A.; Ling, T.; Theodorakis, E. A. “Total Synthesis of Clerocidin via a Novel, Enantioselective Homoallenylboration Methodology” J. Org. Chem., 1998, 63, 6774-6775. [link]