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  • Shearer, J., Castro, J. L., Lawson, A. D. G., MacCoss, M. & Taylor, R. D. Rings in clinical trials and drugs: present and future. J. Med. Chem. 65, 8699–8712 (2022).

    Article 
    CAS 
    PubMed 
    PubMed Central 

    Google Scholar 

  • Heravi, M. M. & Zadsirjan, V. Prescribed drugs containing nitrogen heterocycles: an overview. RSC Adv. 10, 44247–44311 (2020).

    Article 
    ADS 
    CAS 
    PubMed 
    PubMed Central 

    Google Scholar 

  • Taylor, R. D., MacCoss, M. & Lawson, A. D. G. Rings in drugs. J. Med. Chem. 57, 5845–5859 (2014).

    Article 
    CAS 
    PubMed 

    Google Scholar 

  • Burch, J. D. et al. Property- and structure-guided discovery of a tetrahydroindazole series of interleukin-2 inducible T-cell kinase inhibitors. J. Med. Chem. 57, 5714–5727 (2014).

    Article 
    ADS 
    CAS 
    PubMed 

    Google Scholar 

  • Zak, M. et al. Minimizing CYP2C9 inhibition of exposed-pyridine NAMPT (nicotinamide phosphoribosyltransferase) inhibitors. J. Med. Chem. 59, 8345–8368 (2016).

    Article 
    CAS 
    PubMed 

    Google Scholar 

  • Barsanti, P. A. et al. Structure-based drug design of novel potent and selective tetrahydropyrazolo[1,5-a]pyrazines as ATR inhibitors. ACS Med. Chem. Lett. 6, 37–41 (2015).

    Article 
    CAS 
    PubMed 

    Google Scholar 

  • Ghera, E., Ben David, Y. & Rapoport, H. Synthesis of functionalized quinoline derivatives by annulation of pyridines. J. Org. Chem. 46, 2059–2065 (1981).

    Article 
    CAS 

    Google Scholar 

  • Lennox, J. R., Turner, S. C. & Rapoport, H. Enantiospecific synthesis of annulated nicotine analogues from d-glutamic acid. 7-Azabicyclo[2.2.1]heptano[2.3-c]pyridines. J. Org. Chem. 66, 7078–7083 (2001).

    Article 
    CAS 
    PubMed 

    Google Scholar 

  • Skupinska, K. A., McEachern, E. J., Skerlj, R. T. & Bridger, G. J. Concise preparation of amino-5,6,7,8-tetrahydroquinolines and amino-5,6,7,8-tetrahydroisoquinolines via catalytic hydrogenation of acetamidoquinolines and acetamidoisoquinolines. J. Org. Chem. 67, 7890–7893 (2002).

    Article 
    CAS 
    PubMed 

    Google Scholar 

  • Twigg, D. G. et al. Partially saturated bicyclic heteroaromatics as an sp3-enriched fragment collection. Angew. Chem. Int. Ed. 55, 12479–12483 (2016).

    Article 
    CAS 

    Google Scholar 

  • Cox, B., Booker-Milburn, K. I., Elliott, L. D., Robertson-Ralph, M. & Zdorichenko, V. Escaping from Flatland: [2+2] photocycloaddition; conformationally constrained sp3-rich scaffolds for lead generation. ACS Med. Chem. Lett. 10, 1512–1517 (2019).

    Article 
    CAS 
    PubMed 
    PubMed Central 

    Google Scholar 

  • Cox, B. et al. Escaping from Flatland: substituted bridged pyrrolidine fragments with inherent three-dimensional character. ACS Med. Chem. Lett. 11, 1185–1190 (2020).

    Article 
    CAS 
    PubMed 
    PubMed Central 

    Google Scholar 

  • Lovering, F. Escape from Flatland 2: complexity and promiscuity. MedChemComm 4, 515–519 (2013).

    Article 
    CAS 

    Google Scholar 

  • Lovering, F., Bikker, J. & Humblet, C. Escape from Flatland: increasing saturation as an approach to improving clinical success. J. Med. Chem. 52, 6752–6756 (2009).

    Article 
    CAS 
    PubMed 

    Google Scholar 

  • Leeson, P. D. Impact of physicochemical properties on dose and hepatotoxicity of oral drugs. Chem. Res. Toxicol. 31, 494–505 (2018).

    Article 
    CAS 
    PubMed 

    Google Scholar 

  • Glase, S. A., Corbin, A. E., Pugsley, T. A., Heffner, T. G. & Wise, L. D. Synthesis and dopaminergic activity of pyridine analogs of 5-hydroxy-2-(di-N-propylamino)tetralin. J. Med. Chem. 38, 3132–3137 (1995).

    Article 
    CAS 
    PubMed 

    Google Scholar 

  • Gündisch, D. et al. Syntheses and evaluation of pyridazine and pyrimidine containing bioisosteres of (±)-pyrido[3.4-b]homotropane and pyrido-[3.4-b]tropane as novel nAChR ligands. Bioorg. Med. Chem. 10, 1–9 (2002).

    Article 
    PubMed 

    Google Scholar 

  • Burgin, R. N., Jones, S. & Tarbit, B. Scope and limitations of the Minisci reaction for the synthesis of aza-heterocycles. Tetrahedron Lett. 50, 6772–6774 (2009).

    Article 
    CAS 

    Google Scholar 

  • Luise, N. & Wyatt, P. G. Generation of polar semi-saturated bicyclic pyrazoles for fragment-based drug-discovery campaigns. Chem. Eur. J. 24, 10443–10451 (2018).

    Article 
    CAS 
    PubMed 

    Google Scholar 

  • Srikrishna, A., Jagadeeswar Reddy, T. & Viswajanani, R. Reduction of quinolines to 1,2,3,4-tetrahydro derivatives employing a combination of NaCNBH3 and BF3.OEt2. Tetrahedron 52, 1631–1636 (1996).

    Article 
    CAS 

    Google Scholar 

  • Hu, C. et al. Uncanonical semireduction of quinolines and isoquinolines via regioselective HAT-promoted hydrosilylation. J. Am. Chem. Soc. 145, 25–31 (2023).

    Article 
    CAS 
    PubMed 

    Google Scholar 

  • Nicolaou, K. C., Snyder, S. A., Montagnon, T. & Vassilikogiannakis, G. The Diels–Alder reaction in total synthesis. Angew. Chem. Int. Ed. 41, 1668–1698 (2002).

    3.0.CO;2-Z” data-track-action=”article reference” href=”https://doi.org/10.1002%2F1521-3773%2820020517%2941%3A10%3C1668%3A%3AAID-ANIE1668%3E3.0.CO%3B2-Z” aria-label=”Article reference 22″ data-doi=”10.1002/1521-3773(20020517)41:10<1668::AID-ANIE1668>3.0.CO;2-Z”>Article 
    CAS 

    Google Scholar 

  • Molander, G. A. Diverse methods for medium ring synthesis. Acc. Chem. Res. 31, 603–609 (1998).

    Article 
    CAS 

    Google Scholar 

  • Poplata, S., Tröster, A., Zou, Y.-Q. & Bach, T. Recent advances in the synthesis of cyclobutanes by olefin [2+2] photocycloaddition reactions. Chem. Rev. 116, 9748–9815 (2016).

    Article 
    CAS 
    PubMed 
    PubMed Central 

    Google Scholar 

  • Joule, J. A. Heterocyclic Chemistry (Van Nostrand Reinhold Co., 2000).

  • Harvey, F. M. & Bochet, C. G. Photochemical methods in metathesis reactions. Org. Biomol. Chem. 18, 8034–8057 (2020).

    Article 
    CAS 
    PubMed 

    Google Scholar 

  • Floreancig, P. E. Handbook of cyclization reactions, vols. 1–2. J. Am. Chem. Soc. 132, 6865–6866 (2010).

    Article 
    CAS 

    Google Scholar 

  • Theunissen, C., Ashley, M. A. & Rovis, T. Visible-light-controlled ruthenium-catalyzed olefin metathesis. J. Am. Chem. Soc. 141, 6791–6796 (2019).

    Article 
    CAS 
    PubMed 
    PubMed Central 

    Google Scholar 

  • Groso, E. J. & Schindler, C. S. Recent advances in the application of ring-closing metathesis for the synthesis of unsaturated nitrogen heterocycles. Synthesis 51, 1100–1114 (2019).

    Article 
    CAS 
    PubMed 
    PubMed Central 

    Google Scholar 

  • Sherwood, T. C. et al. Decarboxylative intramolecular arene alkylation using N-(acyloxy)phthalimides, an organic photocatalyst, and visible light. J. Org. Chem. 84, 8360–8379 (2019).

    Article 
    CAS 
    PubMed 

    Google Scholar 

  • Bordi, S. & Starr, J. T. Hydropyridylation of olefins by intramolecular Minisci reaction. Org. Lett. 19, 2290–2293 (2017).

    Article 
    CAS 
    PubMed 

    Google Scholar 

  • Troyano, F. J. A., Anwar, K., Mohr, F., Robert, G. & Gómez-Suárez, A. Deoxygenative intramolecular Minisci-type reaction to access fused heterocyclic scaffolds. Eur. J. Org. Chem. 26, e202201176 (2023).

    Article 
    CAS 

    Google Scholar 

  • Chan, A. Y. et al. Metallaphotoredox: the merger of photoredox and transition metal catalysis. Chem. Rev. 122, 1485–1542 (2022).

    Article 
    CAS 
    PubMed 

    Google Scholar 

  • Skubi, K. L., Blum, T. R. & Yoon, T. P. Dual catalysis strategies in photochemical synthesis. Chem. Rev. 116, 10035–10074 (2016).

    Article 
    CAS 
    PubMed 
    PubMed Central 

    Google Scholar 

  • Levin, M. D., Kim, S. & Toste, F. D. Photoredox catalysis unlocks single-electron elementary steps in transition metal catalyzed cross-coupling. ACS Cent. Sci. 2, 293–301 (2016).

    Article 
    CAS 
    PubMed 
    PubMed Central 

    Google Scholar 

  • Minisci, F., Bernardi, R., Bertini, F., Galli, R. & Perchinummo, M. Nucleophilic character of alkyl radicals—VI: a new convenient selective alkylation of heteroaromatic bases. Tetrahedron 27, 3575–3579 (1971).

    Article 
    CAS 

    Google Scholar 

  • Jin, J. & MacMillan, D. W. C. Alcohols as alkylating agents in heteroarene C–H functionalization. Nature 525, 87–90 (2015).

    Article 
    ADS 
    CAS 
    PubMed 
    PubMed Central 

    Google Scholar 

  • Proctor, R. S. J. & Phipps, R. J. Recent advances in Minisci-type reactions. Angew. Chem. Int. Ed. 58, 13666–13699 (2019).

    Article 
    CAS 

    Google Scholar 

  • Huang, H.-M., Bellotti, P., Ma, J., Dalton, T. & Glorius, F. Bifunctional reagents in organic synthesis. Nat. Rev. Chem. 5, 301–321 (2021).

    Article 
    CAS 
    PubMed 

    Google Scholar 

  • Zhang, P., Le, C. & MacMillan, D. W. C. Silyl radical activation of alkyl halides in metallaphotoredox catalysis: a unique pathway for cross-electrophile coupling. J. Am. Chem. Soc. 138, 8084–8087 (2016).

    Article 
    CAS 
    PubMed 
    PubMed Central 

    Google Scholar 

  • Sakai, H. A., Liu, W., Le, C. & MacMillan, D. W. C. Cross-electrophile coupling of unactivated alkyl chlorides. J. Am. Chem. Soc. 142, 11691–11697 (2020).

    Article 
    CAS 
    PubMed 
    PubMed Central 

    Google Scholar 

  • Dong, Z. & MacMillan, D. W. C. Metallaphotoredox-enabled deoxygenative arylation of alcohols. Nature 598, 451–456 (2021).

    Article 
    ADS 
    CAS 
    PubMed 
    PubMed Central 

    Google Scholar 

  • Connett, G. Lumacaftor-ivacaftor in the treatment of cystic fibrosis: design, development and place in therapy. Drug Des. Devel. Ther. 13, 2405–2412 (2019).

    Article 
    CAS 
    PubMed 
    PubMed Central 

    Google Scholar 

  • Dreher, S. D. & Krska, S. W. Chemistry Informer Libraries: conception, early experience, and role in the future of cheminformatics. Acc. Chem. Res. 54, 1586–1596 (2021).

    Article 
    CAS 
    PubMed 

    Google Scholar 

  • Ketron, A. C., Denny, W. A., Graves, D. E. & Osheroff, N. Amsacrine as a topoisomerase II poison: importance of drug–DNA interactions. Biochemistry 51, 1730–1739 (2012).

    Article 
    CAS 
    PubMed 

    Google Scholar 



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