H2020Индивидуална стипендия2021–2023

PHOTO-ITU · Merging enantioselective isothiourea catalysis with visible-light photoactivation for the synthesis of biologically-relevant chiral molecules

„Хоризонт 2020“ — Действия „Мария Склодовска-Кюри“

Период: 2021-03-01 → 2023-02-28
Финансиране от ЕС: 160 932 €
Участници: 1
Схема: MSCA-IF

Линиите свързват координатора с партньорите.

Накратко на български

Комбинирането на евтини органични катализатори с видима светлина помага за създаването на сложни хирални молекули, използвани в медицината и земеделието. Този метод намалява разходите, токсичността и вредните емисии в сравнение с традиционните процеси, изискващи скъпи метали и силно нагряване.

Този кратък обзор е генериран от изкуствен интелект

Кратко обяснение, генерирано от езиков модел по текста на CORDIS. Оригиналът е по-долу.

Резултати накратко

Merging enantioselective isothiourea catalysis with visible-light photoactivation for the synthesis of biologically-relevant chiral molecules

Currently, many of the important chemicals found in medicine and agriculture are manufactured using long-known techniques that rely on the use of expensive, toxic metals, and the use of thermal energy in the form of heat. A key aim for chemists is to both expand the toolbox of chemistry to enable the synthesis of new chemicals, and to improve the efficiency and sustainability of manufacturing. In very recent times, the use of visible light as a source of energy to drive chemical reactions has become a topic of great interest, since both new reactions can be developed and without the requirement for excessive heating. Visible light is a far more sustainable source of energy compared to heat. In this regard, the aim of the project was to investigate the use of visible light for the discovery of new chemical reactions. Specifically, the aim was to use isothiourea catalysts (organocatalysts), which are cheap, non-toxic, and easily made, and combine their use with photochemical activation, to synthesize molecules which may be of biological importance. This was realized by combining isothiourea catalysts with photoredox catalysis, which has enabled the construction of complex chiral molecules from readily available and cheap starting materials. New isothiourea catalysts were developed and used in this technology alongside organic, metal-free photoredox catalysts, which constitutes a sustainable method which has been shown to be useful for making biologically relevant molecules. New ways to make biologically active chemicals are sought-after in both academic and industrial settings. This is due to the potential advantages of newly discovered methods that may include reduced cost, toxicity, environmental impact, safety risks and operational difficulties. From an industrial point of view, the project has led to the development of a sustainable method for the production of chiral chemical products that may be of interest to the pharmaceutical and agrochemical industries. Therefore, the project has the potential to impact society beneficially by improving the manufacture of chemicals. The overall objectives for the project were to establish a platform for the use of visible light as an energy source in isothiourea-catalysed chemical reactions.

Текст от CORDIS, на английски · Данни: CORDIS, © Европейски съюз

Цел на проекта

The quest for successful lead candidates in drug discovery has challenged synthetic chemists to develop innovative strategies to rapidly generate screening collections of chiral molecules. In this context, cascade processes provide a powerful tool for rapidly increasing, in one step, structural and stereochemical complexity, while fulfilling the requirements for atom and step economy. The development of asymmetric variants has mainly relied so far on ionic reactivity. PHOTO-ITU seeks to expand the synthetic potential of asymmetric cascade reactions to include the radical reactivity domain. To achieve this goal, we will combine asymmetric organocatalysis and photochemistry, two powerful strategies of modern chemical research with an extraordinary potential for the sustainable preparation of novel molecules. Specifically, we will exploit the unexplored excited-state reactivity of isothiourea-based catalytic intermediates thus merging, for the first time, tertiary amine isothiourea catalysis with asymmetric photochemistry. The resulting photochemical asymmetric radical cascades will rapidly generate, in one single step, architecturally complex chiral natural-like compounds containing biologically relevant heterocyclic scaffolds.The planned research combines perfectly the fellow’s experience in isothiourea catalysis and the host’s experience in photo-triggered asymmetric processes to develop otherwise unachievable catalytic asymmetric radical cascade reactions. The resulting strategies will be used as an ideal platform for assembling libraries comprising enantiopure chiral small molecules that, along with biological screening carried out in collaboration with an international pharma-company (Bayer AG), will increase the probability of success in identifying drug-candidate structures. The multi-cultural and intersectorial nature of this project will contribute to broaden the fellow’s competencies and will place him in a competitive position for the next career move.

Оригинален текст от CORDIS (на английски).

Участници

FUNDACIO INSTITUT CATALA D'INVESTIGACIO QUIMICA · TARRAGONAКоординаторИспания