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Unveiling new B-, N- containing structures through photoredox catalysis

Objective

In the past decade, photoredox catalysis has emerged as a tremendously versatile process to generate reactive radical species in organic synthesis under very mild conditions. Meanwhile, the host group have developed a suite of transformations exploiting the fundamental chemistry of boron, many of which involve 1,2-metallate rearrangement of boronate complexes. In this proposal, we propose to merge the N-centred radicals generated through photoredox catalysis and 1,2-metallate rearrangements of vinyl boronate complexes to create an efficient new strategy for organic synthesis, which will lead to a novel three component reaction where new C–C and C–N bonds are formed in one-pot, providing a new synthetic avenue for the preparation of β-amino boronic esters. Moreover, intramolecular radical cyclizations followed by oxidative 1,2-migration will enable the stereoselective synthesis of diversely functionalized cyclic amines. The scope of these processes will be carefully investigated, and mechanistic studies will be carried out using advanced physical/chemical methods. These novel methodologies not only benefit from the formation of highly functionalized products bearing both synthetically versatile boronic ester and amino moieties, but also lay solid foundations for the development of this new field. Based on the significant antibacterial activity against Mycobacterium tuberculosis of β-amino boronic acids, a preliminary test of the biological activities of compounds obtained throughout the proposed research (both cyclic and linear β-amino-boronic acids) will be carried out in collaboration with AstraZeneca. By combining two major fields of endeavour, new chemistry will emerge with unique structures harbouring novel properties for exploitation. Furthermore this project will enable significant knowledge transfer between host and researcher, while forging new academic networks within the scientific community.

Fields of science (EuroSciVoc)

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Programme(s)

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Topic(s)

Calls for proposals are divided into topics. A topic defines a specific subject or area for which applicants can submit proposals. The description of a topic comprises its specific scope and the expected impact of the funded project.

Funding Scheme

Funding scheme (or “Type of Action”) inside a programme with common features. It specifies: the scope of what is funded; the reimbursement rate; specific evaluation criteria to qualify for funding; and the use of simplified forms of costs like lump sums.

MSCA-IF-EF-ST - Standard EF

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Call for proposal

Procedure for inviting applicants to submit project proposals, with the aim of receiving EU funding.

(opens in new window) H2020-MSCA-IF-2017

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Coordinator

UNIVERSITY OF BRISTOL
Net EU contribution

Net EU financial contribution. The sum of money that the participant receives, deducted by the EU contribution to its linked third party. It considers the distribution of the EU financial contribution between direct beneficiaries of the project and other types of participants, like third-party participants.

€ 195 454,80
Address
BEACON HOUSE QUEENS ROAD
BS8 1QU BRISTOL
United Kingdom

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Region
South West (England) Gloucestershire, Wiltshire and Bristol/Bath area Bristol, City of
Activity type
Higher or Secondary Education Establishments
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Total cost

The total costs incurred by this organisation to participate in the project, including direct and indirect costs. This amount is a subset of the overall project budget.

€ 195 454,80
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