Laboratory of azapolyene and ylide intermediates
Publications
195
Citations
3423
h-index
31
Authorization required.
![Lab team](/storage/images/resized/WCXmHkZeTOhB5Mbaun7jRLm3p0Ca8aNKZE7ac5ae_xl.webp)
The main research areas of the scientific group are devoted to the search for new methods for the synthesis of organic compounds with an unusual structure, with valuable photophysical and pharmacological properties and focus on such classes of organic compounds as azapolyenes, small N-heterocycles, azoles, diazo compounds, metallocarbenes, metallonitrenes and N-ylides.
- NMR spectroscopy
- IR spectroscopy
- UV spectroscopy
- Mass spectrometry
- X-ray diffraction analysis
Mikhail Novikov
Head of Laboratory
Nikolai Rostovskii
Head of Department
Pavel Sakharov
Leading researcher
Anastasiya Agafonova
PhD student
Research directions
Biologically active drugs with small cycles
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![Biologically active drugs with small cycles](/storage/images/resized/HQw9R98SXFiKX1w9A0JsFV4bQGXf1UOw1DX68i3E_xl.webp)
Compounds with small nitrogenous heterocycles are of interest not only as convenient synthetic blocks in the design of nitrogen-containing compounds, but also as potential pharmaceuticals. We are searching for synthetic approaches to new biologically active compounds of a number of azirine, aziridine and azet, in particular, such as derivatives of azirine carboxylic acids, azirine-containing dipeptides and depsipeptides, derivatives of dihydroazet carboxylic acids.
Experimental and theoretical studies of reaction mechanisms
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![Experimental and theoretical studies of reaction mechanisms](/storage/images/resized/xabr18StRtTTU6LO26kK6fgvTut4YfgelrYieAB2_xl.webp)
The development of any synthetic method involves clarifying the mechanism of the reaction underlying it. The latest works of the scientific group present quantum chemical substantiations of the mechanisms of the following new reactions: cascade SN2'-SN2' nucleophilic substitution in the azirine cycle; rhodium-catalyzed triazole-triazole and triazole-pyrazole combination; rhodium-catalyzed transanneling of 1,2,3-triazoles by diazo compounds; acid-catalyzed rearrangement into 1-acyl-2-azabute-1,3-dienes; TBTH-promoted ionic 5-exo-trig cyclization of 5-chloro-3-azamuconoates. Quantum chemical modeling of new reactions of metallocarbenes, metallonitrenes and N-ylides helps not only to intelligently plan the synthesis of new compounds, but also to discover new reactions.
New synthetic methodologies based on reactions of metallocarbenes, metallonitrenes and N-ylides
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![New synthetic methodologies based on reactions of metallocarbenes, metallonitrenes and N-ylides](/storage/images/resized/ImUgPwm5X92TzxUdoEfMRq0aoqSnYZaDZ6PIKiHO_xl.webp)
A series of studies is being conducted to develop new methods for the production of synthetically and pharmacologically significant 5-6-membered nitrogenous heterocyclic scaffolds based on reactions of azirines, diazo compounds and 1,2,3-triazoles under conditions of catalysis by transition metals and, above all, copper, rhodium and gold compounds.
Synthesis and synthetic applications of azapolyene compounds
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![Synthesis and synthetic applications of azapolyene compounds](/storage/images/resized/JQcQSkKovrcMCaKOirzJ2ysEXhg4C22ObrHCpwQU_xl.webp)
Conjugated azapolyenes are an extremely interesting and synthetically very promising class of nitrogen—containing compounds that are currently undergoing rapid development. Taking advantage of the unusually high propensity of these compounds to pericyclic transformations, not only monocyclic nitrogenous structures of almost any size can be easily obtained from them, but also unique bridging bicyclic systems with high atom economy and selectivity can be formed from them in one synthetic stage.
Publications and patents
2020
—
2022
| Новиков Михаил Сергеевич
2017
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2019
| Новиков Михаил Сергеевич
Lab address
Санкт-Петербург, Петергоф, Университетский проспект, дом 26, лаборатория № 4231
Authorization required.