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One-pot Synthesis of Alkynes from Esters via a Tandem Reduction-Ohira-Bestman Reacation
Cholapat Varongchayakul and Rick L. Danheiser
Org. Synth. 2024, 101, 258-273
DOI: 10.15227/orgsyn.101.0258
Stereoselective Synthesis of (E)-Vinylstannanes from Alkynes via Hydroboration and Transmetalation
Guo, R; Danheiser, R. L.
Org. Synth. 2023, 100, 327-346
DOI: 10.15227/orgsyn.100.0327
Synthesis of Diethyl (1-Diazo-2-oxopropyl)phosphonate
Varongchayakul, C; Danheiser, R. L.
Org. Synth. 2023, 100, 84-98
DOI: 10.15227/orgsyn.100.0084
Preparation of Highly-Substituted Pyridines via Diels-Alder Reactions of Vinylallenes and Tosyl cyanide
Faialaga, N. H.; Gomez, C.; Bartko, S. G.; Natho, P.; Danheiser, R. L.
Org. Synth. 2023, 100, 4-28
DOI: 10.15227/orgsyn.100.0004
Introducing Volume 100 of Organic Syntheses
Danheiser, R. L.
Org. Synth. 2023, 100, 1
DOI: 10.15227/orgsyn.100.0001
Discussion Addendum for: Detrifluoroacetylative Diazo Group Transfer: (E)-1-Diazo-4-phenyl-3-buten-2-one
Faialaga, N. H.; Danheiser, R. L.
Org. Synth. 2022, 99, 234-250
DOI: 10.15227/orgsyn.099.0234
Synthesis of Highly Substituted Pyridines via [4 + 2] Cycloadditions of Vinylallenes and Sulfonyl Cyanides
Bartko, S. G.; Hamzik, P. J.; Espindola, L.; Gomez, C.; and Danheiser, R. L.
J. Org. Chem. 2020, 85, 548-563
DOI:10.1021/acs.joc.9b02628
Furo[2,3-g]thieno[2,3-e]indole. Application of an Ynamide-Based Benzannulation Strategy to the Synthesis of a Tetracyclic Heteroaromatic Compound
Forneris, C. C.; Wang, Y.-P.; Mamaliga, G.; Willumstad, T. P.; Danheiser, R. L.
Org. Lett. 2018, 20, 6318-6322
DOI: 10.1021/acs.orglett.8b02920
Formal Bimolecular [2 + 2 + 2] Cycloaddition Strategy for the Synthesis of Pyridines: Intramolecular Propargylic Ene Reaction/Aza Diels-Alder Reaction Cascades
Sasaki, M.; Hamzik P. J.; Ikemoto H.; Bartko, S. G.; Danheiser, R. L.
Org. Lett. 2018, 20, 6244-6249
DOI: 10.1021/acs.orglett.8b02728
A short and efficient synthesis of the polyacetylene natural product deca-4,6,8-triyn-1-ol
Machado, V. R.; Biavatti, M. W.; Danheiser, R. L.
Tetrahedron Lett. 2018, 59, 3405-3408
DOI: 10.1016/j.tetlet.2018.07.059
Aza Diels-Alder Reactions of Nitriles, N,N-Dimethylhydrazones, and Oximino Ethers. Application in Formal [2 + 2 + 2] Cycloadditions for the Synthesis of Pyridines
Hamzik, P. J.; Goutierre, A.-S.; Sakai, T.; Danheiser, R. L.
J. Org. Chem. 2017, 82, 12975-12991 (Featured Article)
Reproducibility in Chemical Research
Bergman, R. G.; Danheiser, R. L.
Angew. Chem. Int. Ed. 2016, 55, 12548-12549
Synthesis of 1-Iodopropyne
Bartko, S. G.; Deng, J.; Danheiser, R. L.
Org. Synth. 2016, 93, 245-262
DOI: 10.15227/orgsyn.093.0245
Photochemical Benzannulation of N-Phosphoryl Ynamides and α-Diazo Ketones in Continuous Flow
Read, J. M.; Wang, Y.-P.; Danheiser, R. L.
Org. Synth. 2016, 93, 127-145
DOI: 10.15227/orgsyn.093.0127
Synthesis of Highly Substituted Quinolines via a Tandem Ynamide Benzannulation/Iodocyclization Strategy
Willumstad, T. P; Boudreau, P. D.; Danheiser, R. L.
J. Org. Chem. 2015, 80, 11794-11805 (Special Issue on 50th Anniversary of the Woodward-Hoffmann Rules)
Synthesis of Phosphoryl Ynamides by Copper-Catalyzed Alkynylation of Phosphoramidates. Preparation of Diethyl benzyl(oct-1-yn-1-yl)- phosphoramidate
Read, J. M.; Wang, Y.-P.; Danheiser, R. L.
Org. Synth. 2015, 92, 156-170
DOI: 10.15227/orgsyn.092.0156
Synthesis of 4,4-Dimethoxybut-l-yne
Deng, J.; Wang, Y.-P.; Danheiser, R. L.
Org. Synth. 2015, 92, 13-25
DOI: 10.15227/orgsyn.092.0013
N-Tosyl-3-Azacyclohexyne. Synthesis and Chemistry of a Strained Cyclic Ynamide
Tlais, S. F.; Danheiser, R. L.
J. Am. Chem. Soc. 2014, 136, 15489-15492
Batch and Flow Photochemical Benzannulations Based on the Reaction of Ynamides and Diazo Ketones. Application to the Synthesis of Polycyclic Aromatic and Heteroaromatic Compounds
Willumstad, T. P.; Haze O.; Mak, X. Y.; Lam, T. Y.-P.; Wang Y.; Danheiser, R. L.
J. Org. Chem. 2013, 78, 11450-11469
Benzannulation via the Reaction of Ynamides and Vinylketenes. Application to the Synthesis of Highly Substituted Indoles
Lam, T. Y.; Wang, Y.-P.; Danheiser, R. L.
J. Org. Chem. 2013, 78, 9396-9414
Why Nature Eschews the Concerted [2 + 2 + 2] Cycloaddition of a Nonconjugated Cyanodiyne. Computational Study of a Pyridine Synthesis Involving an Ene – Diels-Alder – Bimolecular Hydrogen Transfer Mechanism
Lan, Y.; Danheiser, R. L.; Houk, K. N.
J. Org. Chem. 2012, 77, 1533-1538
A [4 + 4] Annulation Strategy for the Synthesis of Eight-membered Carbocycles Based on Intramolecular Cycloadditions of Conjugated Enynes
Robinson, J. M.; Tlais, S. F.; Fong, J.; Danheiser, R. L.
Tetrahedron 2011, 67, 9890-9898 (Special issue in honor of Gilbert Stork)
Synthesis of Polycyclic Benzofused Nitrogen Heterocycles via a Tandem Ynamide Benzannulation/Ring-Closing Metathesis Strategy. Application in a Formal Total Synthesis of (+)-FR900482
Mak, X. Y.; Crombie, A. L.; Danheiser, R. L.
J. Org. Chem. 2011, 76, 1852-1873
Synthesis of 2-Iodoynamides and Regioselective [2 + 2] Cycloadditions with Ketene
Wang, Y.-P.; Danheiser, R. L.
Tetrahedron Lett. 2011, 52, 2111-2114 (Special issue in honor of Harry Wasserman)
A New Route to Silyl-substituted Cyclobutenones and Silylketenes
Benda, K.; Knoth, T.; Danheiser, R. L.; Schaumann, E.
Tetrahedron Lett. 2011, 52, 46-48
Cyano Diels-Alder and Cyano Ene Reactions. Applications in a Formal [2 + 2 + 2] Cycloaddition Strategy for the Synthesis of Pyridines
Sakai, T.; Danheiser, R. L.
J. Am. Chem. Soc. 2010, 132, 13203-13205
Formal [2 + 2 + 2] Cycloaddition Strategy Based on an Intramolecular Propargylic Ene Reaction/Diels-Alder Cycloaddition Cascade
Robinson, J. M.; Sakai, T.; Okano, K.; Kitawaki, T.; Danheiser, R. L.
J. Am. Chem. Soc. 2010, 132, 11039-11041
Synthesis of Amides and Lactams in Supercritical Carbon Dioxide
Mak, X. Y.; Ciccolini, R. P.; Robinson, J. M.; Tester, J. W.; Danheiser, R. L.
J. Org. Chem. 2009, 74, 9381-9387
A Benzannulation Strategy for the Synthesis of Phenols and Heteroaromatic Compounds Based on the Reaction of (Trialkylsilyl)vinylketenes with Lithium Ynolates
Austin, W. F.; Zhang, Y.; Danheiser, R. L.
Tetrahedron 2008, 64, 915
Synthesis of Ynamides by N-Alkynylation of Amine Derivatives. Preparation of N-Allyl-N-(Methoxycarbonyl)-1,3-decadiynylamine
Kohnen, A. L.; Dunetz, J. R.; Danheiser, R. L.
Org. Synth. 2007, 84, 88
DOI: 10.15227/orgsyn.084.0088
Synthesis of Terminal 1,3-Diynes via Sonogashira Coupling of Vinylidene Chloride Followed by Elimination. Preparation of 1,3-Decadiyne
Kohnen, A. L.; Danheiser, R. L.
Org. Synth. 2007, 84, 77
Alkylideneketenes
Austin, W. F.; Kowalczyk, J. J.; Dudley, G. B.; Danheiser, R. L.
Science of Synthesis; Danheiser, R. L., Ed.; Thieme: Stuttgart, 2006; Vol. 23; pp 245-258
Silylketenes
George, D. M.; Danheiser, R. L.
Science of Synthesis; Danheiser, R. L., Ed.; Thieme: Stuttgart, 2006; Vol. 23; pp 53-99
Alkenylketenes
Danheiser, R. L.; Dudley, G. B.; Austin, W. F.
Science of Synthesis; Danheiser, R. L., Ed.; Thieme: Stuttgart, 2006; Vol. 23; pp 493-568
[2 + 2] Cycloaddition of Ketenes with Ynamides. A General Method for the Synthesis of 3-Aminocyclobutenone Derivatives
Kohnen, A. L.; Mak, X. Y.; Liu, T. Y.; Dunetz, J. R.; Danheiser, R. L.
Tetrahedron 2006, 62, 3815
Improved Conversion and Selectivity of a Diels-Alder Cycloaddition by Use of Emulsions of Carbon Dioxide and Water
Timko, M. T.; Allen, A. J.; Danheiser, R. L.; Steinfeld, J. I.; Smith, K. A.; Tester, J. R.
Ind. Eng. Chem. Res. 2006, 45, 1594
Reaction Rates in Ultrasonic Emulsions of Dense Carbon Dioxide and Water
Timko, M. T.; Danheiser, R. L.; Steinfeld, J. I.; Tester, J. W.; Smith, K. A.
AIChE J. 2006, 52, 1127
Palladium Catalysed Aryl Amination Reactions in Supercritical Carbon Dioxide
C. J. Smith, M. W. S. Tsang, A. B. Holmes, R. L. Danheiser, and J. W. Tester
Org. Biomol. Chem. 2005, 3, 3767
Intramolecular [4 + 2] Cycloadditions of Benzynes with Conjugated Enynes, Arenynes, and Dienes
M. E. Hayes, H. Shinokubo, and R. L. Danheiser
Org. Lett. 2005, 7, 3917
The Reaction of (Trialkylsilyl)vinylketenes with Lithium Ynolates: A New Benzannulation Strategy
W. F. Austin, Y. Zhang, and R. L. Danheiser
Org. Lett. 2005, 7, 3905
Pictet-Spengler Reactions in Multiphasic Supercritical Carbon Dioxide/CO2-Expanded Liquid Media. In Situ Generation of Carbamates as a Strategy for Reactions of Amines in Supercritical Carbon Dioxide
Dunetz, J. R.; Ciccolini, R. P.; Fröling, M.; Papp, S. M.; Allen, A. J.; Holmes, A. B.; Tester, J. W.; and Danheiser, R. L.
Chem. Commun. 2005, 4465
Stereoselective Synthesis of Highly Substituted Cyclopentenones through [4 + 1] Annulations of Trialkylsilyl Vinyl Ketenes with α-Benzotriazolyl Organolithium Compounds
C. P. Davie and R. L. Danheiser
Angew. Chem. Int. Ed. 2005, 44, 5867
Total Synthesis Quinolizidine Alkaloid (-)-217A. Application of Iminoacetonitrile Cycloadditions in Organic Synthesis
K. M. Maloney and R. L. Danheiser
Org. Lett. 2005, 7, 3115
Synthesis of Highly Substituted Indolines and Indoles via Intramolecular [4 + 2] Cycloaddition of Ynamides and Conjugated Enynes
J. R. Dunetz and R. L. Danheiser
J. Am. Chem. Soc. 2005, 127, 5776
A Practical Method for the Synthesis of 2-Alkynylpropenals
C. Thongsornkleeb and R. L. Danheiser
J. Org. Chem. 2005, 70, 2364
Ring Expansion-Annulation Strategy for the Synthesis of Substituted Azulenes and Oligoazulenes 2. Synthesis of Azulenyl Halides, Sulfonates, and Azulenylmetal Compounds and Their Application in Transition-Metal-Mediated Coupling Reactions
A. L. Crombie, J. L. Kane, K. M. Shea, and R. L. Danheiser
J. Org. Chem. 2004, 69, 8652
Copper-Mediated N-Alkynylation of Carbamates, Ureas, and Sulfonamides. A General Method for the Synthesis of Ynamides
J. R. Dunetz, and R. L. Danheiser
Org. Lett. 2003, 5, 4011
Ultrasonic Emulsification of Liquid, Near-Critical Carbon Dioxide – Water Biphasic Mixtures for Acceleration of a Hydrolysis Reaction
M. T. Timko, J. M. Diffendal, J. W. Tester, K. A. Smith, W. A. Peters, R. L. Danheiser, and J. I. Steinfeld
J. Phys. Chem. A 2003, 107, 5503
Preparation of Substituted Pyridines via Regiocontrolled [4 + 2] Cycloadditions of Oximinosulfonates: Methyl 5-Methylpyridine-2-carboxylate
R. L. Danheiser, A. R. Renslo, D. T. Amos, and G. T. Wright
Org. Synth. 2003, 80, 133
Generation and [2 + 2] Cycloadditions of Thio-Substituted Ketenes: trans-1-(4-Methoxyphenyl)-4-phenyl-3-(phenylthio)azetidin-2-one
R. L. Danheiser, I. Okamoto, M. D. Lawlor, and T. W. LeeR. L. Danheiser, I. Okamoto, M. D. Lawlor, and T. W. Lee
Org. Synth. 2003, 80, 160
Intramolecular [4 + 2] Cycloadditions of Iminoacetonitriles. A New Class of Azadienophiles for Hetero Diels-Alder Reactions
D. T. Amos, A. R. Renslo, and R. L. Danheiser
J. Am. Chem. Soc. 2003, 125, 4970
Synthesis of 2-Indanones via [4 + 1] Annulation Reactions of (Trialkylsilyl)arylketenes
A. M. Dalton, Y. Zhang, C. P. Davie, and R. L. Danheiser
Org. Lett. 2002, 4, 2465
A Ring Expansion-Annulation Strategy for the Synthesis of Substituted Azulenes. Preparation and Suzuki Coupling Reactions of 1-Azulenyl Triflates
J. L. Kane, K. M. Shea, A. L. Crombie, and R. L. Danheiser
Org. Lett. 2001, 3, 1081
Total Synthesis of (-)-Ascochlorin via a Cyclobutenone-Based Benzannulation Strategy
G. B. Dudley, K. S. Takaki, D. D. Cha, and R. L. Danheiser
Org. Lett. 2000, 2, 3407
Synthesis and Properties of 9-Alkyl- and 9-Arylcyclopenta[a]phenalenes
K. M. Shea, K. L. Lee, and R. L. Danheiser
Org. Lett 2000, 2, 2353
Rhodium-Catalyzed Rearrangement of α-Diazo Thiol Esters to Thio-substituted Ketenes. Application in the Synthesis of Cyclobutanones, Cyclobutenones, and β-Lactams
M. D. Lawlor, T. W. Lee, and R. L. Danheiser
J. Org. Chem. 2000, 65, 4375
Supercritical Fluids as Solvent Replacements in Chemical Synthesis
J. W. Tester, R. L. Danheiser, R. D. Weinstein, A. R. Renslo, J. D. Taylor, and J. I. Steinfeld
Green Chemistry: Recent Advances in Chemical Processing; P. T. Anastas, L. G. Heine, and T. C. Williamson, Eds.; ACS Symposium Series 767; American Chemical Society: Washington, DC, 2000; pp 270-291
Hetero [4+2] Cycloadditions of (Trialkylsilyl)vinylketenes. Synthesis of α,β-Unsaturated γ−Valerolactones and -Lactams
D. M. Bennett, I. Okamoto, and R. L. Danheiser
Org. Lett. 1999, 1, 641
Silica-Promoted Diels-Alder Reactions in Carbon Dioxide from Gaseous to Supercritical Conditions
R. D. Weinstein, A. R. Renslo, R. L. Danheiser, and J. W. Tester
J. Phys. Chem. B 1999, 103, 2878
(Trialkylsilyl)vinylketenes: Synthesis and Application as Diene Components in Diels-Alder Cycloadditions
J. L. Loebach, D. M. Bennett, and R. L. Danheiser
J. Org. Chem. 1998, 63, 8380
Synthesis of Substituted Pyridines via Regiocontrolled [4 + 2] Cycloadditions of Oximinosulfonates
A. R. Renslo and R. L. Danheiser
J. Org. Chem. 1998, 63, 7840
The Reaction of (Trialkylsilyl)vinylketenes with Carbenoid Reagents: A New [4 + 1] Annulation Route to Cyclopentenones
J. L. Loebach, D. M. Bennett and R. L. Danheiser
J. Am. Chem. Soc. 1998, 120, 9690
Intramolecular [4 + 2] Cycloaddition Reactions of Conjugated Ynones. Formation of Polycyclic Furans via the Generation and Rearrangement of Strained Heterocyclic Allenes
M. S. B. Wills and R. L. Danheiser
J. Am. Chem. Soc. 1998, 120, 9378
