Trowbridge, A. et al. New strategies for the transition-metal catalyzed synthesis of aliphatic amines. Chem. Rev. 120, 2613–2692 (2020).ArticleÂ
CASÂ
PubMedÂ
Google ScholarÂ
Murugesan, K. et al. Catalytic reductive aminations using molecular hydrogen for synthesis of different kinds of amines. Chem. Soc. Rev. 49, 6273–6328 (2020).ArticleÂ
CASÂ
PubMedÂ
Google ScholarÂ
Ma, D. et al. Synthesis of 7,8-Disubstituted Benzolactam-V8 and its binding to protein Kinase C. Bioorg. Med. Chem. Lett. 11, 99–101 (2021).ArticleÂ
Google ScholarÂ
Duan, Z. et al. Antitumor activity of Mianserin (a Tetracyclic Antidepressant) primarily driven by the inhibition of SLC1A5‑Mediated glutamine transport. Investig. New Drugs 40, 977–989 (2022).ArticleÂ
CASÂ
Google ScholarÂ
Ghali, J. K. et al. Tolvaptan. Nat. Rev. Drug. Discov. 8, 611–612 (2009).ArticleÂ
CASÂ
PubMedÂ
Google ScholarÂ
Dai, X. et al. Metabolomics-based study on the discriminative classification models and toxicological mechanism of estazolam fatal intoxication. Metabolites 13, 567–587 (2023).ArticleÂ
CASÂ
PubMedÂ
PubMed CentralÂ
Google ScholarÂ
Pritchett, B. P., Kikuchi, J., Numajiri, Y. & Stoltz, B. M. Enantioselective Pd-catalyzed allylic alkylation reactions of Dihydropyrido[1,2-a]indolone substrates: efficient syntheses of (-)-Goniomitine, (+)-Aspidospermidine, and (-)-Quebrachamine. Angew. Chem. Int. Ed. 55, 13529–13532 (2016).ArticleÂ
CASÂ
Google ScholarÂ
Miksa, B. et al. Chlorambucil labelled with the Phenosafranin Scaffold as a new chemotherapeutic for imaging and cancer treatment. Colloids Surf. B 159, 820–828 (2017).ArticleÂ
CASÂ
Google ScholarÂ
Campos, K. R. et al. The importance of synthetic chemistry in the pharmaceutical industry. Science 363, 244–252 (2019).ArticleÂ
Google ScholarÂ
Blakemore, D. C. et al. Organic synthesis provides opportunities to transform drug discovery. Nat. Chem. 10, 383–394 (2018).ArticleÂ
CASÂ
PubMedÂ
Google ScholarÂ
Lee, Y. et al. Chemistry and biology of macrolide antiparasitic agents. J. Med. Chem. 54, 2792–2804 (2011).ArticleÂ
CASÂ
PubMedÂ
PubMed CentralÂ
Google ScholarÂ
Stevenson, P. J. Cyclic arylamines. Sci. Synth. 31b, 1885–1938 (2007).CASÂ
Google ScholarÂ
Ciganek, E. Electrophilic amination of carbanions, enolates, and their surrogates. Org. React. 72, 1–366 (2008).
Google ScholarÂ
Peplow, M. ‘Almost magical’: chemists can now move single atoms in and out of a molecule’s core. Nature 618, 21–24 (2023).ArticleÂ
ADSÂ
CASÂ
PubMedÂ
Google ScholarÂ
Jurczyk, J. et al. Single-atom logic for heterocycle editing. Nat. Synth. 1, 352–364 (2022).ArticleÂ
ADSÂ
PubMedÂ
PubMed CentralÂ
Google ScholarÂ
Cheng, Q. et al. Skeletal editing of pyridines through atom-pair swap from CN to CC. Nat. Chem. https://doi.org/10.1038/s41557-023-01428-2 (2024).ArticleÂ
PubMedÂ
PubMed CentralÂ
Google ScholarÂ
Kim, S. F. et al. Wavelength-dependent reactivity, and expanded reactivity of N-Aryl Azacycle photomediated ring contractions. J. Am. Chem. Soc. https://doi.org/10.1021/jacs.3c13982 (2024).ArticleÂ
PubMedÂ
PubMed CentralÂ
Google ScholarÂ
Wu, F.-P. et al. Ring expansion of indene by photoredox-enabled functionalized carbon-atom insertion. Nat. Catal. https://doi.org/10.1038/s41929-023-01089-x (2024).ArticleÂ
PubMedÂ
Google ScholarÂ
Schmitt, H. L. et al. Regiodivergent ring-expansion of oxindoles to quinolinones. J. Am. Chem. Soc. https://doi.org/10.1021/jacs.3c12119 (2024).ArticleÂ
PubMedÂ
PubMed CentralÂ
Google ScholarÂ
Wright, B. A. et al. Skeletal editing approach to bridge-functionalized Bicyclo[1.1.1]pentanes from Azabicyclo[2.1.1]hexanes. J. Am. Chem. Soc. 145, 10960–10966 (2023).ArticleÂ
CASÂ
PubMedÂ
PubMed CentralÂ
Google ScholarÂ
Bartholomew, G. L., Carpaneto, F. & Sarpong, R. Skeletal editing of pyrimidines to pyrazoles by formal carbon deletion. J. Am. Chem. Soc. 144, 22309–22315 (2022).ArticleÂ
CASÂ
PubMedÂ
PubMed CentralÂ
Google ScholarÂ
Hyland, E. E., Kelly, P. Q., McKillop, A. M., Dherange, B. D. & Levin, M. D. Unified access to pyrimidines and quinazolines enabled by N-N cleaving carbon atom insertion. J. Am. Chem. Soc. 144, 19258–19264 (2022).ArticleÂ
CASÂ
PubMedÂ
PubMed CentralÂ
Google ScholarÂ
Woo, J. et al. Scaffold hopping by net photochemical carbon deletion of azaarenes. Science 376, 527–532 (2022).ArticleÂ
ADSÂ
CASÂ
PubMedÂ
PubMed CentralÂ
Google ScholarÂ
Lyu, H., Kevlishvili, I., Yu, X., Liu, P. & Dong, G. Boron insertion into alkyl ether bonds via zinc/nickel tandem catalysis. Science 372, 175–182 (2021).ArticleÂ
ADSÂ
CASÂ
PubMedÂ
Google ScholarÂ
Yang, Y. et al. An intramolecular coupling approach to alkyl bioisosteres for the synthesis of multisubstituted bicycloalkyl boronates. Nat. Chem. 13, 950–955 (2021).ArticleÂ
CASÂ
PubMedÂ
PubMed CentralÂ
Google ScholarÂ
Qin, H. et al. N-atom deletion in nitrogen heterocycles. Angew. Chem. Int. Ed. 60, 20678–20683 (2021).ArticleÂ
CASÂ
Google ScholarÂ
Hui, C., Brieger, L., Strohmann, C. & Antonchick, A. P. Stereoselective synthesis of cyclobutanes by contraction of pyrrolidines. J. Am. Chem. Soc. 143, 18864–18870 (2021).ArticleÂ
CASÂ
PubMedÂ
PubMed CentralÂ
Google ScholarÂ
Jurczyk, J. et al. Photomediated ring contraction of saturated heterocycles. Science 373, 1004–1012 (2021).ArticleÂ
ADSÂ
CASÂ
PubMedÂ
PubMed CentralÂ
Google ScholarÂ
Dherange, B. D., Kelly, P. Q., Liles, J. P., Sigman, M. S. & Levin, M. D. Carbon atom insertion into pyrroles and indoles promoted by chlorodiazirines. J. Am. Chem. Soc. 143, 11337–11344 (2021).ArticleÂ
CASÂ
PubMedÂ
PubMed CentralÂ
Google ScholarÂ
Kennedy, S. H., Dherange, B. D., Berger, K. J. & Levin, M. D. Skeletal editing through direct nitrogen deletion of secondary amines. Nature 593, 223–227 (2021).ArticleÂ
ADSÂ
CASÂ
PubMedÂ
Google ScholarÂ
Mykura, R. et al. Synthesis of polysubstituted azepanes by dearomative ring expansion of nitroarenes. Nat. Chem. 16, 771–779 (2024).Woo, J., Stein, C., Christian, A. H. & Levin, M. D. Carbon-to-nitrogen single-atom transmutation of azaarenes. Nature 623, 77–82 (2023).ArticleÂ
ADSÂ
CASÂ
PubMedÂ
Google ScholarÂ
Li, H. et al. Rhodium-catalyzed intramolecular nitrogen atom insertion into arene rings. J. Am. Chem. Soc. 145, 17570–17576 (2023).ArticleÂ
CASÂ
PubMedÂ
Google ScholarÂ
Liu, S. & Cheng, X. Insertion of ammonia into alkenes to build aromatic N-heterocycles. Nat. Commun. 13, 425–432 (2022).ArticleÂ
ADSÂ
CASÂ
PubMedÂ
PubMed CentralÂ
Google ScholarÂ
Reisenbauer, J. C., Green, O., Franchino, A., Finkelstein, P. & Morandi, B. Late-stage diversification of indole skeletons through nitrogen atom insertion. Science 377, 1104–1109 (2022).ArticleÂ
ADSÂ
CASÂ
PubMedÂ
Google ScholarÂ
Patel, S. C. & Burns, N. Z. Conversion of aryl azides to aminopyridines. J. Am. Chem. Soc. 144, 17797–17802 (2022).ArticleÂ
CASÂ
PubMedÂ
Google ScholarÂ
Wang, J., Lu, H., He, Y., Jing, C. & Wei, H. Cobalt-catalyzed nitrogen atom insertion in arylcycloalkenes. J. Am. Chem. Soc. 144, 22433–22439 (2022).ArticleÂ
CASÂ
PubMedÂ
Google ScholarÂ
Becker, O. M. et al. An integrated in silico 3D model-driven discovery of a novel, potent, and selective Amidosulfonamide 5-HT1A Agonist (PRX-00023) for the treatment of anxiety and depression. J. Med. Chem. 49, 3116–3135 (2006).ArticleÂ
CASÂ
PubMedÂ
Google ScholarÂ
Ekins, S., Balakin, K. V., Savchuk, N. & Ivanenkov, Y. Insights for human ether-a-Go-Go-Related gene potassium channel inhibition using recursive partitioning and Kohonen and Sammon mapping techniques. J. Med. Chem. 49, 5059–5071 (2006).ArticleÂ
CASÂ
PubMedÂ
Google ScholarÂ
Kärkäs, M. D. Electrochemical strategies for C-H functionalization and C-N bond formation. Chem. Soc. Rev. 47, 5786–5865 (2018).ArticleÂ
PubMedÂ
Google ScholarÂ
Zhao, Y. & Xia, W. Recent advances in radical-based C-N bond formation via photo-/electrochemistry. Chem. Soc. Rev. 47, 2591–2608 (2018).ArticleÂ
CASÂ
PubMedÂ
Google ScholarÂ
Hartwig, J. F. Evolution of a fourth generation catalyst for the amination and thioetherification of aryl halides. Acc. Chem. Res. 41, 1534–1544 (2018).ArticleÂ
Google ScholarÂ
Surry, D. S. & Buchwald, S. L. Biaryl phosphane ligands in palladium-catalyzed amination. Angew. Chem. Int. Ed. 47, 6338–6361 (2008).ArticleÂ
CASÂ
Google ScholarÂ
Hartwig, J. F., Shekhar, S., Shen, Q. & Barrios-Landeros, F. Synthesis of anilines. ChemInform 38, 455–536 (2007).ArticleÂ
Google ScholarÂ
Shin, K., Kim, H. & Chang, S. Transition-metal-catalyzed C-N bond forming reactions using organic azides as the nitrogen source: a journey for the mild and versatile C-H amination. Acc. Chem. Res. 48, 1040–1052 (2015).ArticleÂ
CASÂ
PubMedÂ
Google ScholarÂ
Paudyal, M. P. et al. Dirhodium-catalyzed C-H arene amination using hydroxylamines. Science 353, 1144–1147 (2016).ArticleÂ
ADSÂ
CASÂ
PubMedÂ
PubMed CentralÂ
Google ScholarÂ
Park, Y., Park, K. T., Kim, J. G. & Chang, S. Mechanistic studies on the Rh(III)-mediated amido transfer process leading to robust C–H amination with a new type of amidating reagent. J. Am. Chem. Soc. 137, 4534–4542 (2015).ArticleÂ
CASÂ
PubMedÂ
Google ScholarÂ
Romero, N. A., Margrey, K. A., Tay, N. E. & Nicewicz, D. A. Site-selective Arene C-H amination via photoredox catalysis. Science 349, 1326–1330 (2015).ArticleÂ
ADSÂ
CASÂ
PubMedÂ
Google ScholarÂ
Shrestha, R., Mukherjee, P., Tan, Y., Litman, Z. C. & Hartwig, J. F. Sterically controlled, palladium-catalyzed intermolecular amination of arenes. J. Am. Chem. Soc. 135, 8480–8483 (2013).ArticleÂ
CASÂ
PubMedÂ
Google ScholarÂ
Tsang, W. C. P., Zheng, N. & Buchwald, S. L. Combined C-H functionalization/C-N bond formation route to carbazoles. J. Am. Chem. Soc. 127, 14560–14561 (2005).ArticleÂ
CASÂ
PubMedÂ
Google ScholarÂ
Liang, Y.-F. et al. Carbon-carbon bond cleavage for late-stage functionalization. Chem. Rev. 123, 12313–12370 (2023).ArticleÂ
CASÂ
PubMedÂ
Google ScholarÂ
Song, F., Guo, T., Wang, B.-Q. & Shi, Z.-J. Catalytic activations of unstrained C-C bond involving organometallic intermediates. Chem. Soc. Rev. 47, 7078–7115 (2018).ArticleÂ
CASÂ
PubMedÂ
Google ScholarÂ
Kim, D.-S., Park, W.-J. & Jun, C.-H. Metal-organic cooperative catalysis in C-H and C-C bond activation. Chem. Rev. 117, 8977–9015 (2017).ArticleÂ
CASÂ
PubMedÂ
Google ScholarÂ
Fumagalli, G., Stanton, S. & Bower, J. F. Recent methodologies that exploit C-C single-bond cleavage of strained ring systems by transition metal complexes. Chem. Rev. 117, 9404–9432 (2017).ArticleÂ
CASÂ
PubMedÂ
Google ScholarÂ
He, Z., Moreno, J. A., Swain, M., Wu, J. & Kwon, O. Aminodealkenylation: ozonolysis and copper catalysis convert C(sp3)-C(sp2) Bonds to C(sp3)-N bonds. Science 381, 877–886 (2023).ArticleÂ
ADSÂ
CASÂ
PubMedÂ
PubMed CentralÂ
Google ScholarÂ
Lv, X.-Y., Abrams, R. & Martin, R. Copper-Catalyzed C(sp3)-amination of Ketone-derived Dihydroquinazolinones by Aromatization-driven C-C bond scission. Angew. Chem. Int. Ed. 62, e202217386 (2023).ArticleÂ
CASÂ
Google ScholarÂ
Anugu, R. R. & Falck, J. R. Site-selective amination and/or nitrilation via metal-free C(sp2)-C(sp3) cleavage of benzylic and allylic alcohols. Chem. Sci. 13, 4821–4827 (2022).ArticleÂ
CASÂ
PubMedÂ
PubMed CentralÂ
Google ScholarÂ
Liang, Y., Zhang, X. & MacMillan, D. W. C. Decarboxylative sp3 C-N coupling via dual copper and photoredox catalysis. Nature 559, 83–88 (2018).ArticleÂ
ADSÂ
CASÂ
PubMedÂ
PubMed CentralÂ
Google ScholarÂ
Mao, R., Frey, A., Balon, J. & Hu, X. Decarboxylative C(sp3)-N cross-coupling via synergetic photoredox and copper catalysis. Nat. Catal. 1, 120–126 (2018).ArticleÂ
CASÂ
Google ScholarÂ
Liu, J. et al. Nitromethane as a nitrogen donor in Schmidt-type formation of amides and nitriles. Science 367, 281–285 (2020).ArticleÂ
ADSÂ
CASÂ
PubMedÂ
Google ScholarÂ
Liu, J. et al. From alkylarenes to anilines via site-directed carbon-carbon amination. Nat. Chem. 11, 71–77 (2019).ArticleÂ
ADSÂ
CASÂ
PubMedÂ
Google ScholarÂ
Qin, C., Zhou, W., Chen, F., Ou, Y. & Jiao, N. Iron-catalyzed C-H and C-C bond cleavage: a direct approach to amides from simple hydrocarbons. Angew. Chem. Int. Ed. 50, 12595–12599 (2011).ArticleÂ
CASÂ
Google ScholarÂ
Niu, C. et al. Selective ring-opening amination of isochromans and tetrahydroisoquinolines. Angew. Chem. Int. Ed. 63, https://doi.org/10.1002/anie.202401318 (2024).Vischer, H. F. et al. Identification of Novel Allosteric Nonpeptidergic Iinhibitors of the Human Cytomegalovirus-encoded Chemokine Receptor US28. Bioorg. Med. Chem. 18, 675–688 (2010).ArticleÂ
CASÂ
PubMedÂ
Google ScholarÂ
Prices refer to Combi-Blocks. The website of the Combi-Blocks is: https://www.combi-blocks.com.Wang, T. et al. Hydroxylamine-mediated C-C Amination via an Aza-hock Rearrangement. Nat. Commun. 12, 7029–7039 (2021).ArticleÂ
ADSÂ
CASÂ
PubMedÂ
PubMed CentralÂ
Google ScholarÂ
Sandvoß, A. & Wahl, J. M. From cycloalkanols to heterocycles via nitrogen insertion. Org. Lett. 25, 5795–5799 (2023).ArticleÂ
PubMedÂ
Google ScholarÂ