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Metalations under flow conditions

Grant number: 18/08856-5
Support type:Scholarships abroad - Research Internship - Doctorate
Effective date (Start): September 01, 2018
Effective date (End): January 31, 2019
Field of knowledge:Physical Sciences and Mathematics - Chemistry
Principal Investigator:Giuliano Cesar Clososki
Grantee:Rodolfo Hideki Vicente Nishimura
Supervisor abroad: Paul Knochel
Home Institution: Faculdade de Ciências Farmacêuticas de Ribeirão Preto (FCFRP). Universidade de São Paulo (USP). Ribeirão Preto , SP, Brazil
Local de pesquisa : Ludwig Maximilian University of Munich (LMU Munich), Germany  
Associated to the scholarship:15/01466-9 - Directed functionalization of quinazolines and quinazolinones aiming the synthesis of bioactive substances, BP.DR

Abstract

The directed metalation and halogen-metal exchange are among the most used strategies to generate polyfunctionalized organometallic compounds. However, the high ionic character of the species involved require specific reaction conditions, e. g., low temperature. In this context, continuous flow micro-reactors have become an important tool for this purpose, since this equipment allows a more efficient heat exchange. In this way, organometallic synthesis has benefited from this technology and a range of organometallic reactions have been performed quite easily in flow, whereas their conduction in batch has proven to be difficult and often difficult to scale-up. Thus, in this proposal, we wish to concentrate our efforts in the functionalization under flow conditions of new heterocyclic systems and olefinic building blocks using Br/Li exchange or sodiation as the strategy to achieve the corresponding organometallic intermediate and after reaction with various electrophiles (E-X) leading to valuable products of type Het-E.