One‐Pot Synthesis of Diazirines and 15 N 2 ‐Diazirines from Ketones, Aldehydes and Derivatives: Development and Mechanistic Insight

[1]  L. Wojtas,et al.  Decarboxylative Amination: Diazirines as Single and Double Electrophilic Nitrogen Transfer Reagents. , 2020, Journal of the American Chemical Society.

[2]  Olasunkanmi O. Olaoye,et al.  Recent Advances in Chemical Biology Using Benzophenones and Diazirines as Radical Precursors , 2020, Molecules.

[3]  R. Oslund,et al.  Microenvironment mapping via Dexter energy transfer on immune cells , 2020, Science.

[4]  J. Holland,et al.  Photochemical reactions in the synthesis of protein-drug conjugates. , 2020, Chemistry.

[5]  A. Milani,et al.  A broadly applicable cross-linker for aliphatic polymers containing C–H bonds , 2019, Science.

[6]  Guannan Zhang,et al.  Terminal Diazirines Enable Reverse Polarization Transfer from 15N2 Singlets. , 2019, Angewandte Chemie.

[7]  Guannan Zhang,et al.  Iodonitrene in Action: Direct Transformation of Amino Acids into Terminal Diazirines and 15N2-Diazirines and their Application as Hyperpolarized Markers. , 2019, Journal of the American Chemical Society.

[8]  Hung-Yi Wu,et al.  A binding site hotspot map of the FKBP12-rapamycin-FRB ternary complex by photo-affinity labeling and mass spectrometry-based proteomics. , 2019, Journal of the American Chemical Society.

[9]  N. Maulide,et al.  Bond-Forming and -Breaking Reactions at Sulfur(IV): Sulfoxides, Sulfonium Salts, Sulfur Ylides, and Sulfinate Salts , 2019, Chemical reviews.

[10]  J. Lumb,et al.  Recent Applications of Diazirines in Chemical Proteomics. , 2019, Chemistry.

[11]  H. Neumann,et al.  Simple ruthenium-catalyzed reductive amination enables the synthesis of a broad range of primary amines , 2018, Nature Communications.

[12]  D. J. Lapinsky,et al.  Appendage and Scaffold Diverse Fully Functionalized Small-Molecule Probes via a Minimalist Terminal Alkyne-Aliphatic Diazirine Isocyanide. , 2018, The Journal of organic chemistry.

[13]  Qing-Su Long,et al.  Current advances of carbene-mediated photoaffinity labeling in medicinal chemistry , 2018, RSC advances.

[14]  A. Robertson,et al.  Fishing for Drug Targets: A Focus on Diazirine Photoaffinity Probe Synthesis. , 2018, Journal of medicinal chemistry.

[15]  Zhengqiu Li,et al.  Developments of bioorthogonal handle-containing photo-crosslinkers for photoaffinity labeling. , 2017, MedChemComm.

[16]  Zetryana Puteri Tachrim,et al.  Base-Mediated One-Pot Synthesis of Aliphatic Diazirines for Photoaffinity Labeling , 2017, Molecules.

[17]  A. Gaumont,et al.  Mechanistic investigation of the NH-sulfoximination of sulfide. Evidence for λ6-sulfanenitrile intermediates. , 2017, Chemical communications.

[18]  S. Sieber,et al.  Target identification of natural products by activity based protein profiling and a whole proteome inventory of background photocrosslinker binding , 2016 .

[19]  Y. Hashidoko,et al.  Dehydrogenation of the NH-NH Bond Triggered by Potassium tert-Butoxide in Liquid Ammonia. , 2017, Angewandte Chemie.

[20]  Jun‐Seok Lee,et al.  Photo-affinity labeling (PAL) in chemical proteomics: a handy tool to investigate protein-protein interactions (PPIs) , 2016, Proteome Science.

[21]  G. Haun,et al.  Direct synthesis of nitriles from aldehydes with hydroxylamine-O-sulfonic acid in acidic water , 2016 .

[22]  J. Tarábek,et al.  Radical and Nitrenoid Reactivity of 3-Halo-3-phenyldiazirines. , 2016, Organic letters.

[23]  N. Kanoh.  Photo-cross-linked small-molecule affinity matrix as a tool for target identification of bioactive small molecules. , 2016, Natural product reports.

[24]  L. Degennaro,et al.  Transfer of Electrophilic NH Using Convenient Sources of Ammonia: Direct Synthesis of NH Sulfoximines from Sulfoxides , 2016, Angewandte Chemie.

[25]  Steven J. Malcolmson,et al.  Direct and cost-efficient hyperpolarization of long-lived nuclear spin states on universal 15N2-diazirine molecular tags , 2016, Science Advances.

[26]  J. Wang,et al.  Metal-free oxidative cross-coupling of diazirines with arylboronic acids. , 2016, Chemical communications.

[27]  J. Marrot,et al.  Hypervalent iodine-mediated synthesis of benzoxazoles and benzimidazoles via an oxidative rearrangement , 2015 .

[28]  Y. Hatanaka.  Development and leading-edge application of innovative photoaffinity labeling. , 2015, Chemical & pharmaceutical bulletin.

[29]  S. Yao,et al.  "Minimalist" cyclopropene-containing photo-cross-linkers suitable for live-cell imaging and affinity-based protein labeling. , 2014, Journal of the American Chemical Society.

[30]  M. Lochner,et al.  Synthesis and characterization of photoaffinity probes that target the 5-HT3 receptor. , 2014, Chimia.

[31]  Qing Jiang,et al.  Phenyliodonium diacetate mediated direct synthesis of benzonitriles from styrenes through oxidative cleavage of C═C bonds. , 2013, The Journal of organic chemistry.

[32]  Sang J. Chung,et al.  Recent Advances in Target Characterization and Identification by Photoaffinity Probes , 2013, Molecules.

[33]  S. Sze,et al.  Design and synthesis of minimalist terminal alkyne-containing diazirine photo-crosslinkers and their incorporation into kinase inhibitors for cell- and tissue-based proteome profiling. , 2013, Angewandte Chemie.

[34]  Mingdi Yan,et al.  Covalent functionalization of graphene with reactive intermediates. , 2013, Accounts of chemical research.

[35]  B. B. Mishra,et al.  Diacetoxyiodobenzene mediated one-pot synthesis of diverse carboxamides from aldehydes. , 2012, Organic letters.

[36]  José A. Souto,et al.  Enantioselective metal-free diamination of styrenes. , 2011, Angewandte Chemie.

[37]  J. Wang,et al.  Microwave-assisted, Pd(0)-catalyzed cross-coupling of diazirines with aryl halides. , 2010, Organic letters.

[38]  N. Tawari,et al.  A new, mild and high yielding protocol for the preparation of nitriles from aldehydes using iodosobenzene diacetate in aqueous ammonia , 2010 .

[39]  M. Kodess,et al.  A simple and convenient synthesis of 4-methyl-3-nitro-2-trihalomethyl-2H-chromenes from N-unsubstituted imines of 2-hydroxyacetophenones and trichloro(trifluoro)ethylidene nitromethanes , 2008 .

[40]  T. Lindhorst,et al.  A Modular System for the Preparation of Diazirine-Labeled Mannose Derivatives Using Thiourea Bridging , 2006 .

[41]  J. Alemán,et al.  A general method for the preparation of N-sulfonyl aldimines and ketimines. , 2005, Organic letters.

[42]  K. Banert,et al.  Bi-3H-diazirin-3-yls as precursors of highly strained cycloalkynes. , 2005, Angewandte Chemie.

[43]  B. Hill,et al.  Sulfur ylides generated from the reaction of adamantylidene and phenylcarbene with sulfur substrates , 2003 .

[44]  N. Zefirov,et al.  Regioselective synthesis of cis- and trans-2,4,5-triarylimidazolines and 2,4,5-triarylimidazoles from available reagents , 2003 .

[45]  Joop A. Peters,et al.  The Reductive Amination of Benzaldehyde Over Pd/C Catalysts: Mechanism and Effect of Carbon Modifications on the Selectivity , 2000 .

[46]  M. Platz,et al.  A facile one-pot conversion of non-enolizable aldehydes to diazirines , 2000 .

[47]  A. Bertram,et al.  Cycloaddition of arylchlorocarbenes using ultrasound , 1993 .

[48]  A. Rauk,et al.  Chiroptical properties of the diazirine chromophore , 1990 .

[49]  Jeffery W. Johnson,et al.  1,2,4,6-Cycloheptatetraene: the key intermediate in arylcarbene interconversions and related C7H6 rearrangements , 1987 .

[50]  Michael T. H. Liu,et al.  Consecutive reactions in the thermal decomposition of phenylalkyldiazirines , 1977 .

[51]  J. Knowles,et al.  The preparation and photolysis of 3-aryl-3H-diazirines , 1975 .

[52]  R. Church,et al.  Diazirines. II. Synthesis and properties of small functionalized diazirine molecules. Observations on the reaction of a diaziridine with the iodine-iodide ion system , 1970 .

[53]  W. Graham.  The Reaction of Imines with Difluoramine. A Method of Preparation of Diazirines , 1966 .

[54]  R. Church,et al.  Diazirines. I. Some Observations on the Scope of the Ammonia-Hydroxylamine-O-sulfonic Acid Diaziridine Synthesis. The Preparation of Certain Steroid Diaziridines and Diazirines , 1965 .

[55]  C. Paget,et al.  SYNTHESIS AND IN VITRO ACTIVITY OF SOME ARYL DIAZIRIDINES AS POTENTIAL MONOAMINE OXIDASE INHIBITORS. , 1964, Journal of medicinal chemistry.