Laboratory of Synthetic Organic Chemistry

Group Leader: Dr. Davit Hayrapetyan

Synthetic organic chemistry is the very basis of small molecule pharmaceutical research and development. Having a number of strategies in its arsenal, synthetic organic chemistry is successfully solving numerous practical problems, at the same time, fascinating with fantastic challenges and mind-breaking, detective-like mysteries.

Our group is motivated to development of novel synthetic methodologies and green organic synthesis. Our efforts are in two main directions, the utilization of annulation reactions and electrochemical methods in synthetic organic chemistry. Annulation reactions allow for de-novo assembly of the fused and spirocyclic rings, incorporating essential heteroatoms and decorated with functional groups. Such molecules can be used as a platform for the synthesis of compound libraries in the targeted search for biological activity. Organic electrochemistry takes its roots from the pioneering works of Kolbe and Faraday in the 19th century and passed a long way of becoming. However, in the last decade, it is experiencing a true renaissance, supplying synthetic chemistry with unique and enthralling solutions for molecule transformations. Thus, electrochemistry provides greener and safer protocols along with unusual reactivity of molecules via oxidative or reductive generation of highly active intermediates under mild conditions.

Currently, our group includes 3 undergraduate students and one postdoctoral research assistant. Highly motivated students, with a strong background in Organic Chemistry, are always welcome.

Recent publications

1. K. Gudun, R. Zakarina, M. Segizbayev, D. Hayrapetyan, A. Slamova, A. Khalimon, Adv. Synth. Catal. 2022, 364, 601.
2. 2. Baidilov, D. Hayrapetyan, A. Y. Khalimon, Recent advances in homogeneous base-metal-catalyzed transfer hydrogenation reactions, Tetrahedron 2021, 98, 132435.
3. D. Hayrapetyan, V. Stepanova, Facile Synthesis of Spirocyclic Lactams via [3+2] and [3+3] Aza‐Annulation Reactions, Eur. J. Org. Chem. 2021, 2121–2125.
4. Á. M. Martínez, D. Hayrapetyan, T. van Lingen, M. Dyga, L. J. Gooßen, Taking electrodecarboxylative etherification beyond Hofer–Moest using a radical C–O coupling strategy, Nature Commun. 2020, 11, 4407.
5. M. Segizbayev, Ö. Öztopçu, D. Hayrapetyan, D. Shakhman, K.A. Lyssenko, A. Y. Khalimon, Transfer Hydrogenation of Aldehydes and Ketones Catalyzed by an Aminophosphinite POCNH Pincer Complex of Ni(II), Dalton Transactions, 2020, 11950-11957
6. 6. D. Hayrapetyan, A. Y. Khalimon, Catalytic Nitrile Hydroboration: A Route to N,N‐Diborylamines and Uses Thereof, Asian J. 2020, 15, 2575-2587.
7. K. A. Gudun, A. Slamova, D. Hayrapetyan, A.Y. Khalimon, Efficient Co‐catalyzed Double Hydroboration of Nitriles: Application to One‐Pot Conversion of Nitriles to Aldimines.  Chem. Eur. J. 2020, 26, 4963

• Highlighted in Synform (Synform 2020/09, A130–A132)

8. A. Y. Khalimon, K. A. Gudun, D. Hayrapetyan, Base Metal Catalysts for Deoxygenative Reduction of Amides to Amines, Catalysts2019, 9(6), 490-516
9. Marco Dyga, Davit Hayrapetyan, Raja K. Rit, Lukas J. Gooßen, Electrochemical ipso-Thiocyanation of Arylboron Compounds, Adv. Synth. Catal. 2019, 361, 3548–3553

• Very Important Publication

10. D. Hayrapetyan, R. K. Rit, M. Kratz, K. Tschulik, L. J. Gooßen, Electrochemical C–H Cyanation of Electron-Rich (Hetero)Arenes, Chem. Eur. J., 2018, 24, 11288 – 11291

• Hot Paper